Herbicidal compositions containing benzoylpyrazole compounds

ABSTRACT

[OBJECT] 
     To provide a novel pesticide. 
     [MEANS OF ACCOMPLISHING THE OBJECT] 
     The present invention provides a herbicidal composition which comprises as active ingredients (a) a herbicidal benzoylpyrazole compound represented by the formula (I) or its salt: 
     
       
         
         
             
             
         
       
         
         
           
             wherein R 1  is alkyl or cycloalkyl, R 2  is a hydrogen atom or alkyl, R 3  is alkyl, R 4  is alkyl, haloalkyl or the like, R 5  is a hydrogen atom, alkyl or the like, R 6  is haloalkyl, halogen or the like, and A is alkylene substituted by alkyl, and (b) other herbicidal compound.

CROSS REFERENCE TO RELATED APPLICATION

This application is a continuation application of U.S. patentapplication Ser. No. 13/133,993, filed on Jun. 10, 2011, which was aNational Stage entry under 35 USC 371 of PCT/JP2009/071004, filed onOct. 12, 2009, and claims priority to Japanese Patent Application No.2008-316203, filed on Dec. 11, 2008.

TECHNICAL FIELD

The present invention relates to herbicidal compositions containing asactive ingredients (a) a herbicidal benzoylpyrazole compound or its saltand (b) other herbicidal compound.

BACKGROUND ART

In Patent Documents 1 and 2, it is disclosed that certain pyrazolecompounds are useful as herbicides, and some other herbicides which canbe used as mixed with such compounds, are exemplified. Patent Document 3discloses mixed use of certain pyrazole compounds with other herbicides.However, these documents do not specifically disclose a herbicidalcomposition comprising as active ingredients a herbicidalbenzoylpyrazole compound represented by the following formula (I) andother herbicidal compound.

-   [PATENT DOCUMENT 1] EP352543A-   [PATENT DOCUMENT 2] WO2008/065907-   [PATENT DOCUMENT 3] WO2008/093840

DISCLOSURE OF THE INVENTION Object to be Accomplished by the Invention

At present, many herbicidal compositions have been developed and used,but there are a variety of types of weeds to be controlled, and theirdevelopment lasts for a long period of time. Thus, a high activity andlong lasting herbicidal composition having a wider herbicidal spectrumhas been desired. Further, in recent years, a technique to reduce thedose of the active ingredient has been desired so as to reduce theenvironmental load to a place where the herbicide is applied or aperiphery thereof.

Means to Accomplish the Object

The present inventors have conducted extensive studies to accomplish theabove object and as a result, found a highly useful herbicidalcomposition.

That is, the present invention relates to a herbicidal composition whichcomprises as active ingredients (a) a herbicidal benzoylpyrazolecompound represented by the formula (I) or its salt (hereinafterreferred to as compound Q):

wherein R¹ is alkyl or cycloalkyl, R² is a hydrogen atom or alkyl, R³ isalkyl, R⁴ is alkyl; haloalkyl; alkoxy; halogen; nitro; cyano; alkylthio;alkylsulfinyl; or alkylsulfonyl, R⁵ is a hydrogen atom; alkyl; alkenyl;alkynyl; halogen; cyano; cyanoalkyl; cyanoalkenyl; haloalkyl;alkoxyalkyl; haloalkoxyalkyl; amino(thiocarbonyl)alkyl which may besubstituted by at least one substituent selected from alkyl, cyano,cyanoalkyl, (alkylthio)carbonylalkyl, alkyl(thiocarbonyl)alkyl, —C(O)OR⁷and —C(O)SR⁷; thiocyanatoalkyl; alkoxy; alkenyloxy; alkynyloxy;haloalkoxy; alkoxyalkoxy; haloalkoxyalkoxy; alkoxyhaloalkoxy; haloalkoxyhaloalkoxy; alkoxyalkoxyalkyl; alkylthio; alkoxyalkylthio; haloalkoxyalkylthio; alkoxyhaloalkylthio; haloalkoxyhaloalkylthio;alkylthioalkylthio; haloalkylthioalkylthio; alkylthiohaloalkylthio;haloalkylthiohaloalkylthio; alkylthioalkoxy; alkylsulfonyl;alkylsulfonylalkyl; alkoxycarbonylalkyl; alkoxycarbonylalkoxy;heterocyclylalkyl; heterocyclyloxy; heterocyclylalkoxy;heterocyclylalkoxyalkyl; heterocyclyloxyalkyl; cycloalkyloxy; —OC(O)SR⁷;—OC(O)OR⁷; —C(O)OR⁷; —C(O)SR-7; —C(S)OR⁷; —C(S)SR⁷; or aminoalkyl whichmay be substituted by at least one substituent selected from alkyl,cyano, cyanoalkyl, (alkylthio)carbonylalkyl, alkyl(thiocarbonyl)alkyl,—C(O)OR⁷ and —C(O)SR⁷, R⁶ is haloalkyl; halogen; nitro; cyano;alkylthio; alkylsulfinyl; or alkylsulfonyl, A is alkylene substituted byat least one alkyl, R⁷ is alkyl; haloalkyl; alkoxyalkyl; alkenyl;haloalkenyl; alkynyl; or arylalkyl which may be substituted by R⁸, andeach of R⁸ which is independent of one another, is halogen; alkyl; oralkoxy, and (b) other herbicidal compound. Further, the presentinvention relates to a method for controlling undesired plants, whichcomprises applying a herbicidally effective amount of the aboveherbicidal composition to the undesired plants or to a place where theygrow. Further, the present invention relates to a method for controllingundesired plants, which comprises applying a herbicidally effectiveamount of the compound Q and a herbicidally effective amount of otherherbicidal compound to the undesired plants or to a place where theygrow.

Effects of the Invention

The herbicidal composition of the present invention, i.e. the herbicidalcomposition comprising as active ingredients the compound Q and otherherbicidal compound, is capable of controlling a wide range of undesiredplants emerging in agricultural fields or non-agricultural fields. Itsurprisingly presents a synergistic herbicidal effect i.e. a herbicidaleffect higher than the mere addition of the respective herbicidaleffects of the active ingredients. Such a herbicidal composition of thepresent invention can be applied at a low dose as compared with a casewhere the respective active ingredients are applied individually. Thus,it is effective to reduce the environmental load on a place where thecomposition is applied or a periphery thereof. Further, the herbicidalspectrum will be enlarged, and further the herbicidal effects will lastover a long period of time.

When the herbicidal activity in a case where two active ingredients arecombined, is larger than the simple sum of the respective herbicidalactivities of the two active ingredients (the expected activity), it iscalled a synergistic effect. The activity expected by the combination oftwo active ingredients can be calculated as follows (Colby S. R.,“Weed”, vol. 15, p. 20-22, 1967).

E=α+β−(α×β÷100)

where α: growth inhibition rate when treated with x (g/ha) of herbicideX,

β: growth inhibition rate when treated with y (g/ha) of herbicide Y,

E: growth inhibition rate expected when treated with x (g/ha) ofherbicide X and y (g/ha) of herbicide Y.

That is, when the actual growth inhibition rate (measured value) islarger than the growth inhibition rate by the above calculation(calculated value), the activity by the combination can be regarded asshowing a synergistic effect. The herbicidal composition of the presentinvention shows a synergistic effect when calculated by the aboveformula.

BEST MODE(S) FOR CARRYING OUT THE INVENTION

R¹, R², R³, R⁴, R⁵, R⁶, R⁷, R⁸ and A in the formula (I) will bedescribed in detail below.

The alkyl or alkyl moiety in each of R¹, R², R³, R⁴, R⁵, R⁶, R⁷, R⁸ andA may be linear or branched, and specific examples thereof include C₁₋₉alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl,sec-butyl, tert-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl,n-hexyl, isohexyl, n-heptyl, n-octyl and n-nonyl.

Examples of the cycloalkyl or cycloalkyl moiety in each of R¹ and R⁵include C₃₋₆ cycloalkyl such as cyclopropyl, cyclobutyl, cyclopentyl andcyclohexyl.

The alkenyl or alkenyl moiety in each of R⁵ and R⁷ may be linear orbranched, and specific examples thereof include C₂₋₉ alkenyl such asvinyl, 1-propenyl, 2-propenyl, isopropenyl, allyl, 1-butenyl, 2-butenyl,3-butenyl, 1,3-butadienyl, 2-pentenyl, 4-pentenyl, 2-hexenyl, 4-hexenyl,2-heptenyl, 4-heptenyl, 2-octenyl, 6-octenyl and 2-nonenyl.

The alkynyl or alkynyl moiety in each of R⁵ and R⁷ may be linear orbranched, and specific examples thereof include C₂₋₉ alkynyl such asethynyl, propargyl, 1-propynyl, 1-pentynyl, 3-pentynyl, 1-heptynyl and1-nonynyl.

Examples of halogen or halogen as the substituent in each of R⁴, R⁵, R⁶,R⁷ and R⁸ include atoms of fluorine, chlorine, bromine and iodine.

The number of halogens as substituents in each of R⁴, R⁵, R⁶ and R⁷ maybe 1 or more, and if more, they may be the same or different. Further,the positions for substitution of such halogens may be any positions.

The number of alkoxy or alkoxy moieties as substituents in each of R⁵and R⁷ may be 1 or more, and if more, they may be the same or different.Further, the positions for substitution may be any positions.

Examples of the aryl moiety as the substituent in R⁷ include phenyl andnaphthyl. The number of aryl or aryl moieties as substituents may be 1or more, and if more, they may be the same or different. Further, thepositions for substitution may be any positions.

The number of R⁸ as substituents which substitute the arylalkyl in R⁷may be 1 or more, and if more, they may be the same or different.Further, the positions for substitution of such substituents may be anypositions.

The alkoxyalkoxy in R⁵ is meant for an alkoxy group having the same ordifferent alkoxy moiety bonded thereto. The position for substitution ofthe alkoxy moiety which substitutes the alkoxy group may be anyposition. The same applies to haloalkoxyalkoxy, alkoxyhaloalkoxy,alkoxyalkoxyalkyl, alkylthioalkylthio, alkylsulfonylalkyl,alkoxycarbonylalkyl, etc.

The heterocyclyl moiety in R⁵ may, for example, be a saturated orunsaturated 5-membered or 6-membered ring containing 1 to 4 one or moretypes of hetero atoms optionally selected from O, S and N, and specificexamples thereof include oxolanyl, 1,3-dioxolanyl, tetrahydrofuranyl andtetrahydro-2H-pyranyl. Further, the number of heterocyclyl moieties assubstituents may be 1 or more, and if more, they may be the same ordifferent. The positions for substitution of the heterocyclyl moietiesmay be any positions.

The alkylene moiety in A may, for example, be C₁₋₉ alkylene such asmethylene, ethylene, trimethylene, tetramethylene, pentamethylene,hexamethylene, heptamethylene, octamethylene or nonamethylene.

The salt of the herbicidal benzoylpyrazole compound of the formula (I)includes all kinds of salts so long as they are agriculturallyacceptable. Examples thereof include alkali metal salts such as a sodiumsalt and a potassium salt; alkaline earth metal salts such as amagnesium salt and a calcium salt; amine salts such as a dimethylaminesalt and a triethylamine salt; inorganic acid salts such as ahydrochloride, a perchlorate, a sulfate and a nitrate; and organic acidsalts such as an acetate and a methanesulfonate.

In a case where various structural isomers such as optical isomers,geometric isomers, etc. exist as the compound Q, they are, of course,all included.

Other herbicidal compound in the present invention includes, forexample, the following compounds (by common names including ones underapplication for approval by ISO, or test codes), and one or more maysuitably be selected. Even when not specifically mentioned here, in acase where such compounds have salts, alkyl esters, hydrates, differentcrystal forms, various structural isomers, etc., they are, of course,all included.

(1) Those which are believed to exhibit herbicidal effects by disturbinghormone activities of plants, such as a phenoxy type such as 2,4-D,2,4-D-butotyl, 2,4-D-butyl, 2,4-D-dimethylammonium, 2,4-D-diolamine,2,4-D-ethyl, 2,4-D-2-ethylhexyl, 2,4-D-isobutyl, 2,4-D-isoctyl,2,4-D-isopropyl, 2,4-D-isopropylammonium, 2,4-D-sodium,2,4-D-isopropanolammonium, 2,4-D-trolamine, 2,4-DB, 2,4-DB-butyl,2,4-DB-dimethylammonium, 2,4-DB-isoctyl, 2,4-DB-potassium,2,4-DB-sodium, dichlorprop, dichlorprop-butotyl,dichlorprop-dimethylammonium, dichlorprop-isoctyl,dichlorprop-potassium, dichlorprop-P, dichlorprop-P-dimethylammonium,dichlorprop-P-potassium, dichlorprop-P-sodium, MCPA, MCPA-butotyl,MCPA-dimethylammonium, MCPA-2-ethylhexyl, MCPA-potassium, MCPA-sodium,MCPA-thioethyl, MCPB, MCPB-ethyl, MCPB-sodium, mecoprop,mecoprop-butotyl, mecoprop-sodium, mecoprop-P, mecoprop-P-butotyl,mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl,mecoprop-P-potassium, naproanilide or clomeprop; an aromatic carboxylicacid type such as 2,3,6-TBA, dicamba, dicamba-butotyl,dicamba-diglycolamine, dicamba-dimethylammonium, dicamba-diolamine,dicamba-isopropylammonium, dicamba-potassium, dicamba-sodium,dichlobenil, picloram, picloram-dimethylammonium, picloram-isoctyl,picloram-potassium, picloram-triisopropanolammonium,picloram-triisopropylammonium, picloram-trolamine, triclopyr,triclopyr-butotyl, triclopyr-triethylammonium, clopyralid,clopyralid-olamine, clopyralid-potassium,clopyralid-triisopropanolammonium or aminopyralid; and others such asnaptalam, naptalam-sodium, benazolin, benazolin-ethyl, quinclorac,quinmerac, diflufenzopyr, diflufenzopyr-sodium, fluoroxypyr,fluoroxypyr-2-butoxy-1-methylethyl, fluoroxypyr-meptyl, chlorflurenol orchlorflurenol-methyl.

(2) Those which are believed to exhibit herbicidal effects by inhibitingphotosynthesis of plants, such as a urea type such as chlorotoluron,diuron, fluometuron, linuron, isoproturon, metobenzuron, tebuthiuron,dimefuron, isouron, karbutilate, methabenzthiazuron, metoxuron,monolinuron, neburon, siduron, terbumeton or trietazine; a triazine typesuch as simazine, atrazine, atratone, simetryn, prometryn,dimethametryn, hexazinone, metribuzin, terbuthylazine, cyanazine,ametryn, cybutryne, triaziflam, terbutryn, propazine, metamitron orprometon; a uracil type such as bromacil, bromacyl-lithium, lenacil orterbacil; an anilide type such as propanil or cypromid; a carbamate typesuch as swep, desmedipham or phenmedipham; a hydroxybenzonitrile typesuch as bromoxynil, bromoxynil-octanoate, bromoxynil-heptanoate,ioxynil, ioxynil-octanoate, ioxynil-potassium or ioxynil-sodium; andothers such as pyridate, bentazone, bentazone-sodium, amicarbazone,methazole or pentanochlor.

(3) Quaternary ammonium salt type such as paraquat or diquat, which isbelieved to be converted to free radicals by itself to form activeoxygen in the plant body and shows rapid herbicidal efficacy.

(4) Those which are believed to exhibit herbicidal effects by inhibitingchlorophyll biosynthesis of plants and abnormally accumulating aphotosensitizing peroxide substance in the plant body, such as adiphenylether type such as nitrofen, chlomethoxyfen, bifenox,acifluorfen, acifluorfen-sodium, fomesafen, fomesafen-sodium,oxyfluorfen, lactofen, aclonifen, ethoxyfen-ethyl (HC-252),fluoroglycofen-ethyl or fluoroglycofen; a cyclic imide type such aschlorphthalim, flumioxazin, flumiclorac, flumiclorac-pentyl,cinidon-ethyl or fluthiacet-methyl; and others such as oxadiargyl,oxadiazon, sulfentrazone, carfentrazone-ethyl, thidiazimin, pentoxazone,azafenidin, isopropazole, pyraflufen-ethyl, benzfendizone, butafenacil,saflufenacil, flupoxam, fluazolate, profluazol, pyraclonil,flufenpyr-ethyl or bencarbazone.

(5) Those which are believed to exhibit herbicidal effects characterizedby bleaching activities by inhibiting chromogenesis of plants such ascarotenoids, such as a pyridazinone type such as norflurazon,chloridazon or metfiurazon; a pyrazole type such as pyrazolynate,pyrazoxyfen, benzofenap, topramezone or pyrasulfotole; and others suchas amitrole, fluridone, flurtamone, diflufenican, methoxyphenone,clomazone, sulcotrione, mesotrione, tembotrione, tefuryltrione(AVH-301), isoxaflutole, difenzoquat, difenzoquat-metilsulfate,isoxachlortole, benzobicyclon, picolinafen or beflubutamid.

(6) Those which exhibit strong herbicidal effects specifically togramineous plants, such as an aryloxyphenoxypropionic acid type such asdiclofop-methyl, diclofop, pyriphenop-sodium, fluazifop-butyl,fluazifop, fluazifop-P, fluazifop-P-butyl, haloxyfop-methyl, haloxyfop,haloxyfop-etotyl, haloxyfop-P, haloxyfop-P-methyl, quizalofop-ethyl,quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, cyhalofop-butyl,fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, metamifop-propyl,metamifop, clodinafop-propargyl, clodinafop or propaquizafop; acyclohexanedione type such as alloxydim-sodium, alloxydim, clethodim,sethoxydim, tralkoxydim, butroxydim, tepraloxydim, profoxydim orcycloxydim; and others such as flamprop-M-methyl, flamprop-M orflamprop-M isopropyl.

(7) Those which are believed to exhibit herbicidal effects by inhibitingan amino acid biosynthesis of plants, such as a sulfonylurea type suchas chlorimuron-ethyl, chlorimuron, sulfometuron-methyl, sulfometuron,primisulfuron-methyl, primisulfuron, bensulfuron-methyl, bensulfuron,chlorsulfuron, metsulfuron-methyl, metsulfuron, cinosulfuron,pyrazosulfuron-ethyl, pyrazosulfuron, azimsulfuron, flazasulfuron,rimsulfuron, nicosulfuron, imazosulfuron, cyclosulfamuron, prosulfuron,flupyrsulfuron-methyl-sodium, flupyrsulfuron, triflusulfuron-methyl,triflusulfuron, halosulfuron-methyl, halosulfuron,thifensulfuron-methyl, thifensulfuron, ethoxysulfuron, oxasulfuron,ethametsulfuron, ethametsulfuron-methyl, iodosulfuron,iodosulfuron-methyl-sodium, sulfosulfuron, triasulfuron,tribenuron-methyl, tribenuron, tritosulfuron, foramsulfuron,trifloxysulfuron, trifloxysulfuron-sodium, mesosulfuron-methyl,mesosulfuron, orthosulfamuron, flucetosulfuron, amidosulfuron,propyrisulfuron (TH-547) or a compound disclosed in the claim ofWO2005092104; a triazolopyrimidinesulfonamide type such as flumetsulam,metosulam, diclosulam, cloransulam-methyl, florasulam, penoxsulam orpyroxsulam; an imidazolinone type such as imazapyr,imazapyr-isopropylammonium, imazethapyr, imazethapyr-ammonium,imazaquin, imazaquin-ammonium, imazamox, imazamox-ammonium,imazamethabenz, imazamethabenz-methyl or imazapic; apyrimidinylsalicylic acid type such as pyrithiobac-sodium,bispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyriftalid orpyrimisulfan; a sulfonylaminocarbonyltriazolinone type such asflucarbazone, flucarbazone-sodium, propoxycarbazone-sodium orpropoxycarbazone; and others such as glyphosate, glyphosate sodium,glyphosate-potassium, glyphosate-ammonium, glyphosate-diammonium,glyphosate-isopropylammonium, glyphosate-trimesium,glyphosate-sesquisodium, glufosinate, glufosinate-ammonium,glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, bilanafos,bilanafos-sodium or cinmethylin.

(8) Those which are believed to exhibit herbicidal effects by inhibitingcell mitoses of plants, such as a dinitroaniline type such astrifluralin, oryzalin, nitralin, pendimethalin, ethalfluralin,benfluralin, prodiamine, butralin or dinitramine; an amide type such asbensulide, napropamide, propyzamide or pronamide; an organic phosphorustype such as amiprofos-methyl, butamifos, anilofos or piperophos; aphenyl carbamate type such as propham, chiorpropham, barban orcarbetamide; a cumylamine type such as daimuron, cumyluron, bromobutideor methyldymron; and others such as asulam, asulam-sodium, dithiopyr,thiazopyr, chlorthal-dimethyl, chlorthal or diphenamid.

(9) Those which are believed to exhibit herbicidal effects by inhibitingprotein biosynthesis or lipid biosynthesis of plants, such as achloroacetamide type such as alachlor, metazachlor, butachlor,pretilachlor, metolachlor, S-metolachlor, thenylchlor, pethoxamid,acetochlor, propachlor, dimethenamid, dimethenamid-P, propisochlorordimethachlor; a thiocarbamate type such as molinate, dimepiperate,pyributicarb, EPTC, butylate, vernolate, pebulate, cycloate,prosulfocarb, esprocarb, thiobencarb, diallate, tri-allate or orbencarb;and others such as etobenzanid, mefenacet, flufenacet, tridiphane,cafenstrole, fentrazamide, oxaziclomefone, indanofan, benfuresate,pyroxasulfone, dalapon, dalapon-sodium, TCA-sodium or trichloroaceticacid.

(10) MSMA, DSMA, CMA, endothall, endothall-dipotassium,endothall-sodium, endothall-mono(N,N-dimethylalkylammonium),ethofumesate, sodium chlorate, pelargonic acid (nonanoic acid),fosamine, fosamine-ammonium, pinoxaden, ipfencarbazone (HOK-201),aclolein, ammonium sulfamate, borax, chloroacetic acid, sodiumchloroacete, cyanamide, methylarsonic acid, dimethylarsinic acid, sodiumdimethylarsinate, dinoterb, dinoterb-ammonium, dinoterb-diolamine,dinoterb-acetate, DNOC, ferrous sulfate, flupropanate,flupropanate-sodium, isoxaben, mefluidide, mefluidide-diolamine, metam,metam-ammonium, metam-potassium, metam-sodium, methyl isothiocyanate,pentachlorophenol, sodium pentachlorophenoxide, pentachlorophenollaurate, quinoclamine, sulfuric acid, urea sulfate, etc.

(11) Those which are believed to exhibit herbicidal effects by beingparasitic on plants, such as Xanthomonas campestris, Epicoccosirusnematosorus, Epicoccosirus nematosperus, Exserohilum monoseras orDrechsrela monoceras.

The herbicidal composition of the present invention has excellentherbicidal effects. The application range extends to agricultural fieldssuch as paddy fields, crop plant fields, orchards and mulberry fieldsand non-agricultural fields such as forest land, farm roads, playgrounds and factory sites. The application method may suitably beselected from soil application, foliar application, water application,etc.

The herbicidal composition of the present invention are capable ofcontrolling a wide range of undesired weeds, such as gramineae such asbamyardgrass (Echinochloa crus-galli L., Echinochloa oryzicola vasing.),crabgrass (Digitaria sanguinalis L., Digitaria ischaemum Muhl.,Digitaria adscendens Henr., Digitaria microbachne Henr., Digitariahorizontalis Willd.), green foxtail (Setaria viridis L.), giant foxtail(Setaria faberi Herrm.), yellow foxtail (Setaria lutescens Hubb.),goosegrass (Eleusine indica L.), wild oat (Avena fatua L.), johnsongrass(Sorghum halepense L.), quackgrass (Agropyron repens L.), alexandergrass(Brachiaria plantaginea), guineagrass (Panicum maximum Jacq.), paragrass(Panicum purpurascens), sprangletop (Leptochloa chinensis), redsprangletop (Leptochloa panicea), annual bluegrass (Poe annua L.), blackgrass (Alopecurus mvosuroides Huds.), cholorado bluestem (Agropvrontsukushiense (Honda) Ohwi), broadleaf signalgrass (Brachiariaplatvphylla Nash), southern sandbur (Cenchrus echinatus L.), italianryegrass (Lolium multiflorum Lam.), and bermudagrass (Cynodon dactylonPers.); cyperaceae such as rice flatsedge (Cyperus iria L.), purplenutsedge (Cyperus rotundus L.), yellow nutsedge (Cvperus esculentus L.),Japanese bulrush (Scirpus juncoides), flatsedge (Cyperus serotinus),small-flower umbrellaplant (Cyperus difformis), slender spikerush(Eleocharis acicularis), and water chestnut (Eleocharis kuroquwai);alismataceae such as Japanese ribbon waparo (Sagittaria pygmaea),arrow-head (Sagittaria trifolia), and narrowleaf waterplantain (Alismacanaliculatum); pontederiaceae such as monochoria (Monochoriavaginalis), and monochoria species (Monochoria korsakowii);scrophulariaceae such as false pimpernel (Lindemia pvxidaria), andabunome (Dopatrium junceum); lythraceae such as toothcup (Rotala india),and red stem (Ammannia multiflora); elatinaceae such as long stemwaterwort (Elatine triandra SCHK.); malvaceae such as velvetleaf(Abutilon theophrasti MEDIC.), and prickly sida (Side spinosa L.);compositae such as common cocklebur (Xanthium strumarium L.), commonragweed (Ambrosia elatior L.), thistle (Breea setosa (BIEB.) KITAM.),hairy galinsoga (Galinsoga ciliata Blake), wild chamomile (Matricariachamomilla L.); solanaceae such as black nightshade (Solanum nigrum L.),and jimsonweed (Datura stramonium); amaranthaceae such as slenderamaranth (Amaranthus viridis L.), and redroot pigweed (Amaranthusretroflexus L.); polygonaceeae such as pale smartweed (Polygonumlapathifolium L.), ladysthumb (Polygonum persicaria L.), wild buckwheat(Polygonum convolvulus L.), and knotweed (Polygonum aviculare L.);cruciferae such as flexuous bittercress (Cardamine flexuosa WITH.),shepherd's-purse (Capsella bursa-pastoris Medik.), and indian mustard(Brassica juncea Czern.); convolvulaceae such as tall morningglory(Ipomoea purpurea L.), field bindweed (Calystegia arvensis L.), andivyleaf morningglory (Ipomoea hederacea Jacq.); Chenopodiaceae such ascommon lambsquarters (Chenopodium album L.), and mexican burningbush(Kochia scoparia Schrad.); Portulacaceae such as common purslane(Portulaca oleracea L.); leguminosae such as sicklepod (Cassiaobtusifolia L.); caryophyllaceae such as common chickweed (Stellariamedia L.); labiatae such as henbit (Lamium amplexicaule L.); rubiaceaesuch as catchweed (Galium spurium L.); euphorbiaceae such as threeseededcopperleaf (Acalvpha australis L.); and Commelinaceae such as commondayflower (Commelina communis L.).

Therefore, they can be effectively used for selectively controllingnoxious weeds in cultivation of useful crops such as corn (Zea mays L.),soybean (Glycine max Merr.), cotton (Gossypium spp.), wheat (Triticumspp.), rice (Oryza sativa L.), barley (Hordeum vulgare L.), rye (Secalecereale L.), oat (Avena sativa L.), sorgo (Sorghum bicolor Moench), rape(Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet (Betavulgaris L.), sugar cane (Saccharum officinarum L.), japanese lawngrass(Zoysia japonica stend), peanut (Arachis hypogaea L.), flax (Linumusitatissimum L.), tobacco (Nicotiana tabacum L.), and coffee (Coffeaspp.). Particularly, the herbicidal composition of the present inventionare effectively used for selectively controlling noxious weeds incultivation of corn, soybean, cotton, wheat, rice, rape, sunflower,sugar beet, sugar cane, japanese lawngrass, peanut, flax, tobacco,coffee, and the like, and among these, especially corn, wheat, rice, andthe like. And the herbicidal composition of the present invention can beeffectively used for nonselectively controlling noxious weeds.

The herbicidal composition of the present invention is effectively usedto selectively control noxious weeds in cultivation of varioustransformed plants. Examples of the transformed plants includepest-resistant transformed plants, phytopathogen-resistant transformedplants, transformed plants regarding plant components, transformedplants resistant to the compound Q, and transformed plants resistant toother herbicidal compound.

Examples of a site where the herbicidal composition of the presentinvention is applied include a corn field, a wheat, a barley or a ryefield, a rice field and a non-agricultural field. One or more of otherherbicidal compounds may suitably be selected and used depending uponthe application site, and examples thereof include the following.

In a case where undesired plants are selectively controlled in a cornfield, for example, said other herbicidal compound is at least onecompound selected from the group consisting of a phenoxy compound, anaromatic carboxylic acid compound, a urea compound, a triazine compound,a hydroxybenzonitrile compound, a diphenylether compound, a cyclic imidecompound, a pyrazole compound, a sulfonylurea compound, atriazolopyrimidinesulfonamide compound, an imidazolinone compound, adinitroaniline compound, a chloroacetamide compound, a thiocarbamatecompound, benazolin, benazolin-ethyl, diflufenzopyr,diflufenzopyr-sodium, fluoroxypyr, fluoroxypyr-2-butoxy-1-methylethyl,fluoroxypyr-meptyl, pyridate, bentazone, bentazone-sodium, amicarbazone,carfentrazone-ethyl, saflufenacil, flufenpyr-ethyl, bencarbazone,fluridone, clomazone, sulcotrione, mesotrione, tembotrione,isoxaflutole, difenzoquat, difenzoquat-metilsulfate, isoxachlortole,glyphosate, glyphosate-sodium, glyphosate-potassium,glyphosate-ammonium, glyphosate-diammonium,glyphosate-isopropylammonium, glyphosate-trimesium,glyphosate-sesquisodium, glufosinate, glufosinate-ammonium,glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, flufenacet,tridiphane, benfuresate, pyroxasulfone, dalapon, dalapon-sodium,dinoterb, dinoterb-ammonium, dinoterb-diolamine, dinoterb-acetate andDNOC.

More preferably, a phenoxy compound such as 2,4-D, 2,4-D-butotyl,2,4-D-butyl, 2,4-D-dimethylammonimum, 2,4-D-diolamine, 2,4-D-ethyl,2,4-D-2-ethylhexyl, 2,4-D-isobutyl, 2,4-D-isoctyl, 2,4-D-isopropyl,2,4-D-isopropylammonium, 2,4-D-sodium, 2,4-D-isopropanolammonium,2,4-D-trolamine, 2,4-DB, 2,4-DB-butyl, 2,4-DB-dimethylammonium,2,4-DB-isoctyl, 2,4-DB-potassium, 2,4-DB-sodium, dichiorprop,dichlorprop-butotyl, dichlorprop-dimethylammonium, dichlorprop-isoctyl,dichlorprop-potassium, dichlorprop-P, dichlorprop-P-dimethylammonium,dichlorprop-P-potassium, dichlorprop-P-sodium, MCPA, MCPA-butotyl,MCPA-dimethylammonium, MCPA-2-ethylhexyl, MCPA-potassium, MCPA-sodium,MCPA-thioethyl, MCPB, MCPB-ethyl, MCPB-sodium, mecoprop,mecoprop-butotyl, mecoprop-sodium, mecoprop-P, mecoprop-P-butotyl,mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl ormecoprop-P-potassium; an aromatic carboxylic acid compound such asdicamba, dicamba-butotyl, dicamba-diglycolamine,dicamba-dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium,dicamba-potassium, dicamba-sodium, clopyralid, clopyralid-olamine,clopyralid-potassium or clopyralid-triisopropanolammonium; a ureacompound such as diuron, linuron, metobenzuron, methabenzthiazuron ormonolinuron; a triazine compound such as simazine, atrazine, metribuzin,terbuthylazine, cyanazine, ametryn, terbutryn or propazine; ahydroxybenzonitrile compound such as bromoxynil, bromoxynil-octanoate orbromoxynil-heptanoate; a diphenylether compound such as bifenox,oxyfluorfen or aclonifen; a cyclic imide compound such asflumiclorac-pentyl, cinidon-ethyl or fluthiacet-methyl; a pyrazolecompound such as topramezone; a sulfonylurea compound such asprimisulfuron-methyl, primisulfuron, rimsulfuron, nicosulfuron,prosulfuron, flupyrsulfuron-methyl-sodium, flupyrsulfuron,halosulfuron-methyl, halosulfuron, thifensulfuron-methyl,thifensulfuron, iodosulfuron, iodosulfuron-methyl-sodium, tritosulfuronor foramsulfuron; a triazolopyrimidinesulfonamide compound such asflumetsulam, metosulam or florasulam: an imidazolinone compound such asimazamox or imazamox-ammonium; a dinitroaniline compound such aspendimethalin, ethalfiuralin or prodiamine; a chloroacetamide compoundsuch as alachlor, metazachior, metolachlor, S-metolachlor, pethoxamid,acetochlor, propachior, dimethenamid or dimethenamid-P; a thiocarbamatecompound such as EPTC, butyrate, triallate or orbencarb; benazolin;benazolin-ethyl; diflufenzopyr, diflufenzopyr-sodium; fluoroxypyr;fluoroxypyr-2-butoxy-1-methylethyl; fluoroxypyr-meptyl; pyridate;bentazone; bentazone-sodium; amicarbazone; carfentrazone-ethyl;saflufenacil; flufenpyr-ethyl; bencarbazone; fluridone; clomazone;sulcotrione; mesotrione; tembotrione; isoxaflutole; difenzoquat;difenzoquat-metilsulfate; isoxachlortosinate-ammonium; flufenacet;tridiphane; benfuresate; pyroxasulfone; dalapon, dalapon-sodium;dinoterb; dinoterb-ammonium; dinoterb-diolamine, dinoterb-acetate; orDNOC may, for example, be used.

In a case where undesired plants are selectively controlled in a wheat,a barley or a rye field, for example, said other herbicidal compound isat least one compound selected from the group consisting of a phenoxycompound, an aromatic carboxylic acid compound, a urea compound, atriazine compound, an anilide compound, a hydroxybenzonitrile compound,a diphenylether compound, a cyclic imide compound, a pyrazole compound,an aryloxyphenoxypropionic acid compound, a cyclohexanedione compound, asulfonylurea compound, a triazolopyrimidinesulfonamide compound, animidazolinone compound, a pyrimidinylsalicylic acid compound, asulfonylaminocarbonyltriazolinone compound, a dinitroaniline compound, aphenyl carbamate compound, a chloroacetamide compound, a thiocarbamatecompound, benazolin, benazolin-ethyl, quinclorac, quinmerac,fluoroxypyr, fluoroxypyr-2-butoxy-1-methylethyl, fluoroxypyr pyridate,bentazone, bentazone-sodium, carfentrazone-ethyl, thidiazimin,pyraflufen-ethyl, saflufenacil, flupoxam, fluazolate, bencarbazone,flurtamone, diflufenican, sulcotrione, difenzoquat,difenzoquat-metilsulfate, picolinafen, beflubutamid, flamprop-M-methyl,flamprop-M, flamprop-M

isopropyl, flufenacet, indanofan, pinoxaden, dinoterb,dinoterb-ammonium, dinoterb-diolamine, dinoterb-acetate, DNOC andisoxaben.

More preferably, a phenoxy compound such as 2,4-D, 2,4-D-butotyl,2,4-D-butyl, 2,4-D-dimethylammonimum, 2,4-D-diolamine, 2,4-D-ethyl,2,4-D-2-ethylhexyl, 2,4-D-isobutyl, 2,4-D-isoctyl, 2,4-D-isopropyl,2,4-D-isopropylammonium, 2,4-D-sodium, 2,4-D-isopropanolammonium,2,4-D-trolamine, 2,4-DB, 2,4-DB-butyl, 2,4-DB-dimethylammonium,2,4-DB-isoctyl, 2,4-DB-potassium, 2,4-DB-sodium, dichlorprop,dichlorprop-butotyl, dichlorprop-dimethylammonium, dichlorprop-isoctyl,dichlorprop-potassium, dichlorprop-P, dichlorprop-P-dimethylammonium,dichlorprop-P-potassium, dichlorprop-P-sodium, MCPA, MCPA-butotyl,MCPA-dimethylammonium, MCPA-2-ethylhexyl, MCPA-potassium, MCPA-sodium,MCPA-thioethyl, MCPB, MCPB-ethyl, MCPB-sodium, mecoprop,mecoprop-butotyl, mecoprop-sodium, mecoprop-P, mecoprop-P-butotyl,mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl ormecoprop-P-potassium; an aromatic carboxylic acid compound such as2,3,6-TBA, dicamba, dicamba-butotyl, dicamba-diglycolamine,dicamba-dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium,dicamba-potassium, dicamba-sodium, dichlobenil, picloram,picloram-dimethylammonium, picloram-isoctyl, picloram-potassium,picloram-triisopropanolammonium, picloram-triisopropylammonium,picloram-trolamine, clopyralid, clopyralid-olamine,clopyralid-potassium, clopyralid-triisopropanolammonium or aminopyralid;a urea compound such as chlorotoluron, diuron, linuron, isoproturon,dimefuron, methabenzthiazuron, metoxuron or neburon; a triazine compoundsuch as prometryn, metribuzin, cyanazine or terbutryn; an anilidecompound such as propanil or cypromid, a hydroxybenzonitrile compoundsuch as bromoxynil, bromoxynil-octanoate, bromoxynil-heptanoate,ioxynil, ioxynil-octanoate, ioxynil-potassium or ioxynil-sodium; adiphenylether compound such as bifenox, oxyfluorfen, aclonifen,ethoxyfen-ethyl, fluoroglycofen-ethyl or fluoroglycofen; a cyclic imidecompound such as cinidon-ethyl, a pyrazole compound such aspyrasulfotole; an aryloxyphenoxypropionic acid compound such asdiclofop-methyl, diclofop, fenoxaprop-ethyl, fenoxaprop-P,fenoxaprop-P-ethyl, clodinafop-propargyl or clodinafop; acyclohexanedione compound such as tralkoxydim or butroxydim; asulfonylurea compound such as chiorsulfuron, metsulfuron-methyl,metsulfuron, cyclosulfamuron, prosulfuron, flupyrsulfuron-methyl-sodium,flupyrsulfuron, halosulfuron-methyl, halosulfuron,thifensulfuron-methyl, thifensulfuron, ethoxysulfuron,iodosulfuron-methyl-sodium, iodosulfuron, sulfosulfuron, triasulfuron,tribenuron methyl, tribenuron, tritosulfuron, mesosulfuron-methyl,mesosulfuron, flucetosulfuron or amidosulfuron; atriazolopyrimidinesulfonamide compound such as flumetsulam, metosulam orflorasulam; an imidazolinone compound such as imazamox,imazamox-ammonium, imazamethabenz or imazamethabenz-methyl; apyrimidinylsalicylic acid compound such as pyribenzoxim; asulfonylaminocarbonyltriazolinone compound such as flucarbazone,flucarbazone sodium, propoxycarbazone or propoxycarbazone-sodium; adinitroaniline compound such as pendimethalin or butralin; a phenylcarbamate compound such as barban; a chloroacetamide compound such asbutachlor; a thiocarbamate compound such as prosulfocarb, triallate ororbencarb; benazolin, benazolin-ethyl, quinclorac, quinmerac,fluoroxypyr, fluoroxypyr-2-butoxy-1-methylethyl, fluoroxypyr-meptyl,pyridate, bentazone, bentazone-sodium, carfentrazone-ethyl, thidiazimin,pyraflufen-ethyl, saflufenacil, flupoxam, fluazolate, bencarbazone,flurtamone, diflufenican, sulcotrione, difenzoquat,difenzoquat-metilsulfate, picolinafen, beflubutamid, flamprop-M-methyl,flamprop-M, flamprop-M-isopropyl, flufenacet, indanofan, pinoxaden,dinoterb, dinoterb-ammonium, dinoterb-diolamine, dinoterb-acetate, DNOC;or isoxaben may, for example, be used.

In a case where undesired plants are selectively controlled in a ricefield, for example, said other herbicidal compound is at least onecompound selected from the group consisting of a phenoxy compound, anaromatic carboxylic acid compound, a urea compound, a triazine compound,an anilide compound, a carbamate compound, a diphenylether compound, apyrazole compound, an aryloxyphenoxypropionic acid compound, acyclohexanedione compound, a sulfonylurea compound, atriazolopyrimidinesulfonamide compound, a pyrimidinylsalicylic acidcompound, a dinitroaniline compound, an organic phosphorus compound, acumylamine compound, a chloroacetamide compound, a thiocarbamatecompound, those which are believed to exhibit herbicidal effects bybeing parasitic on plants, quinclorac, quinmerac, pyridate, bentazone,bentazone-sodium, oxadiargyl, oxadiazon, carfentrazone-ethyl,pentoxazone, pyraclonil, fluridone, diflufenican, methoxyphenone,clomazone, mesotrione, tefuryltrione, benzobicyclon, cinmethylin,dithiopyr, etobenzanide, mefenacet, flufenacet, cafenstrole,fentrazamide, oxaziclomefone, indanofan, benfuresate, TCA-sodium,trichloroacetic acid, ipfencarbazone and quinoclamine.

More preferably, a phenoxy compound such as 2,4-D, 2,4-D-butotyl,2,4-D-butyl, 2,4-D-dimethylammonimum, 2,4-D-diolamine, 2,4-D-ethyl,2,4-D-2-ethylhexyl, 2,4-D-isobutyl, 2,4-D-isoctyl, 2,4-D-isopropyl,2,4-D-isopropylammonium, 2,4-D-sodium, 2,4-D-isopropanolammonium,2,4-D-trolamine, 2,4-DB, 2,4-DB-butyl, 2,4-DB-dimethylammonium,2,4-DB-isoctyl, 2,4-DB-potassium, 2,4-DB-sodium, dichlorprop,dichlorprop-butotyl, dichlorprop-dimethylammonium, dichlorprop-isoctyl,dichlorprop-potassium, dichlorprop-P, dichlorprop-P-dimethylammonium,dichlorprop-P-potassium, dichlorprop-P-sodium, MCPA, MCPA-butotyl,MCPA-dimethylammonium, MCPA-2-ethylhexyl, MCPA-potassium, MCPA-sodium,MCPA-thioethyl, MCPB, MCPB-ethyl, MCPB-sodium, mecoprop,mecoprop-butotyl, mecoprop-sodium, mecoprop-P, mecoprop-P-butotyl,mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl,mecoprop-P-potassium, naproanilide or clomeprop; an aromatic carboxylicacid compound such as picloram, picloram-dimethylammonium,picloram-isoctyl, picloram-potassium, picloram-triisopropanolammonium,picloram-triisopropylammonium, picloram-trolamine, triclopyr,triclopyr-butotyl or triclopyr-triethylammonium; a urea compound such aslinuron; a triazine compound such simetryn, prometryn, dimethametryn ortriaziflam; an anilide compound such as propanil; a carbamate compoundsuch as swep; a diphenylether compound such as nitrofen, chlomethoxyfen,bifenox, acifluorfen, acifluorfen-sodium, oxyfluorfen,fluoroglycofen-ethyl or fluoroglycofen; a pyrazole compound such aspyrazolynate, pyrazoxyfen or benzofenap; an aryloxyphenoxypropionic acidcompound such as cyhalofop-butyl, metamifop-propyl or metamifop; acyclohexanedione compound such as profoxydim; a sulfonylurea compoundsuch as bensulfuron-methyl, bensulfuron, metsulfuron-methyl,metsulfuron, cinosulfuron, pyrazosulfuron-ethyl, pyrazosulfuron,azimsulfuron, imazosulfuron, cyclosulfamuron, halosulfuron-methyl,halosulfuron, ethoxysulfuron, orthosulfamuron, flucetosulfuron orpropyrisulfuron; a triazolopyrimidinesulfonamide compound such aspenoxsulam; a pyrimidinylsalicylic acid compound such asbispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyriftalid orpyrimisulfan; a dinitroaniline compound such as oryzalin, pendimethalinor butralin; an organic phosphorus compound such as butamifos, anilofosor piperophos; a cumylamine compound such as daimuron, cumyluron orbromobutide; a chloroacetamide compound such as butachlor,pretilachloror thenylchlor; a thiocarbamate compound such as molinate,dimepiperate, pyributicarb, esprocarb or thiobencarb; quinclorac;quinmerac; pyridate; bentazone; bentazone-sodium; oxadiargyl; oxadiazon;carfentrazone-ethyl; pentoxazone; pyraclonil, fluridone; diflufenican;methoxyphenone; clomazone; mesotrione; tefuryltrione; benzobicyclon;cinmethylin; dithiopyr; etobenzanide; mefenacet; flufenacet;cafenstrole; fentrazamide; oxaziclomefone; indanofan; benfuresate;TCA-sodium; trichloroacetic acid; ipfencarbazone; or quinoclamine may,for example, be used.

In a case where undesired plants are nonselectively controlled, forexample, said other herbicidal compound is at least one compoundselected from the group consisting of a phenoxy compound, an aromaticcarboxylic acid compound, a urea compound, a triazine compound, a uracilcompound, a hydroxybenzonitrile compound, a quaternary ammonium saltcompound, a sulfonylurea compound, an imidazolinone compound, apyrimidinylsalicylic acid compound, a dinitroaniline compound,benazolin, benazolin-ethyl, diflufenzopyr, diflufenzopyr-sodium,chlorflurenol, chlorflurenol-methyl, pentanochior, butafenacil,glyphosate, glyphosate-sodium, glyphosate-potassium,glyphosate-ammonium, glyphosate-diammonium,glyphosate-isopropylammonium, glyphosate-trimesium,glyphosate-sesquisodium, glufosinate, glufosinate-ammonium,glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, bilanafos,bilanafos-sodium, asulam, asulam-sodium, dalapon, dalapon-sodium,TCA-sodium, trichloroacetic acid, CMA, fosamine, fosamine-ammonium,ammonium sulfamate, borax, chloroacetic acid, sodium chloroacete,methylarsonic acid, dimethylarsinic acid, sodium dimethylarsinate,flupropanate, flupropanate-sodium, isoxaben, mefluidide,mefluidide-diolamine, pentachlorophenol, pentachlorophenol-sodium andpentachlorophenol-laurate.

More preferably, a phenoxy compound such as 2,4-D, 2,4-D-butotyl,2,4-D-butyl, 2,4-D-dimethylammonimum, 2,4-D-diolamine, 2,4-D-ethyl,2,4-D-2-ethylhexyl, 2,4-D-isobutyl, 2,4-D

isoctyl, 2,4-D-isopropyl, 2,4-D-isopropylammonium, 2,4-D-sodium,2,4-D-isopropanolammonium, 2,4-D-trolamine, 2,4-DB, 2,4-DB-butyl,2,4-DB-dimethylammonium, 2,4-DB-isoctyl, 2,4-DB-potassium,2,4-DB-sodium, dichiorprop, dichlorprop-butotyl,dichlorprop-dimethylammonium, dichlorprop-isoctyl,dichiorprop-potassium, dichlorprop-P, dichlorprop-P-dimethylammonium,dichlorprop-P-potassium, dichlorprop-P-sodium, MCPA, MCPA-butotyl,MCPA-dimethylammonium, MCPA-2-ethylhexyl, MCPA-potassium, MCPA-sodium,MCPA-thioethyl, MCPB, MCPB-ethyl, MCPB-sodium, mecoprop,mecoprop-butotyl, mecoprop-sodium, mecoprop-P, mecoprop-P-butotyl,mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl ormecoprop-P-potassium; an aromatic carboxylic acid compound such as2,3,6-TBA, dicamba, dicamba-butotyl, dicamba-diglycolamine,dicamba-dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium,dicamba-potassium, dicamba-sodium, dichlobenil, picloram,picloram-dimethylammonium, picloram-isoctyl, picloram-potassium,picloram-triisopropanolammonium, picloram-triisopropylammonium,picloram-trolamine, triclopyr, triclopyr-butotyl,triclopyr-triethylammonium, clopyralid, clopyralid-olamine,clopyralid-potassium, clopyralid-triisopropanolammonium or aminopyralid;a urea compound such as diuron, tebuthiuron, isouron, karbutilate,monolinuron or neburon; a triazine compound such as atrazine,hexazinone, terbuthylazine, cyanazine, ametryn, propazine or prometon; auracil compound such as bromacil or bromacyl-lithium; ahydroxybenzonitrile compound such as bromoxynil, bromoxynil-octanoate orbromoxynil-heptanoate; a quaternary ammonium salt compound such asparaquat or diquat; a sulfonylurea compound such as sulfometuron-methyl,sulfometuron, chlorsulfuron, flazasulfuron or sulfosulfuron; animidazolinone compound such as imazapyr, imazapyr-isopropylammonium orimazapic; a pyrimidinylsalicylic acid compound such asbispyribac-sodium; a dinitroaniline compound such as oryzalin orprodiamine; benazolin; benazolin-ethyl; diflufenzopyr;diflufenzopyr-sodium; chlorfiurenol; chlorfiurenol-methyl; pentanochior;butafenacil; glyphosate; glyphosate-sodium; glyphosate-potassium;glyphosate-ammonium; glyphosate-diammonium;glyphosate-isopropylammonium; glyphosate-trimesium;glyphosate-sesquisodium; glufosinate; glufosinate-ammonium;glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, bilanafos;bilanafos-sodium; asulam; asulam-sodium; dalapon; dalapon-sodium;TCA-sodium; trichloroacetic acid; CMA; fosamine; fosamine-ammonium;ammonium sulfamate; borax; chloroacetic acid; sodium chloroacete;methylarsonic acid; dimethylarsinic acid; sodium dimethylarsinate;flupropanate; flupropanate-sodium; isoxaben; mefluidide;mefluidide-diolamine; pentachlorophenol; sodium pentachlorophenoxide orpentachlorophenol laurate may, for example, be used.

In the present invention, the mixing ratio of the compound Q to saidother herbicidal compound cannot generally be defined, as it variesdepending upon various conditions such as the type of the compound, thetype of the formulation, the weather conditions, and the type and thegrowth state of the plants to be controlled, but it is usually from1:2,000 to 1,000:1, preferably from 1:1,500 to 100:1, more preferablyfrom 1:1,200 to 30:1 by the weight ratio.

Said other herbicidal compound in the present invention is notparticularly limited to a specific compound, and the mixing ratio withthe compound Q is not limited to a specific range, but as one embodimentof the present invention, mixing ratios of the compound Q to somecompounds are exemplified. However, the ratio may also vary dependingupon various conditions such as the type of the compound, the type offormulation, the weather conditions, and the type and the growth stateof the plants to be controlled as described above.

In a case where said other herbicidal compound is a phenoxy compound,the mixing ratio of (a) the compound Q to (b) the phenoxy compound isusually from 1:1 to 1:500, preferably from 1:1 to 1:100, more preferablyfrom 1:5 to 1:50 by the weight ratio. In a case where said otherherbicidal compound is an aromatic carboxylic acid compound, the mixingratio of (a) the compound Q to (b) the aromatic carboxylic acid compoundis usually from 1:1 to 1:500, preferably from 1:1 to 1:100, morepreferably from 1:5 to 1:70 by the weight ratio.

In a case where said other herbicidal compound is fluoroxypyr, themixing ratio of (a) the compound Q to (b) fluoroxypyr is usually from1:1: to 1:500, preferably from 1:1 to 1:100, more preferably from 1:5 to1:50 by the weight ratio.

In a case where said other herbicidal compound is a triazine compound,the mixing ratio of (a) the compound Q to (b) the triazine compound isusually from 1:2,000 to 1,000:1, preferably from 1:1,500 to 10:1, morepreferably from 1:1,200 to 5:1 by the weight ratio.

In a case where said other herbicidal compound is a urea compound, themixing ratio of (a) the compound Q to (b) the urea compound is usuallyfrom 1:1 to 1:500, preferably from 1:5 to 1:200, more preferably from1:20 to 1:60 by the weight ratio.

In a case where said other herbicidal compound is a hydroxybenzonitrilecompound, the mixing ratio of (a) the compound Q to (b) thehydroxybenzonitrile compound is usually from 1:500 to 50:1, preferablyfrom 1:100 to 20:1, more preferably from 1:40 to 6:1 by the weightratio. In a case where said other herbicidal compound is bentazone orits salt (such as bentazone-sodium), the mixing ratio of (a) thecompound Q to (b) bentazone or its salt is usually from 1:1 to 1:500,preferably from 1:1 to 1:100, more preferably from 1:1 to 1:40 by theweight ratio.

In a case where said other herbicidal compound is a diphenylethercompound, the mixing ratio of (a) the compound Q to (b) thediphenylether compound is usually from 1:1 to 1:500, preferably from 1:1to 1:100, more preferably from 1:5 to 1:30 by the weight ratio.

In a case where said other herbicidal compound is a cyclic imidecompound, the mixing ratio of (a) the compound Q to (b) the cyclic imidecompound is usually from 1:50 to 100:1, preferably from 1:50 to 50:1,more preferably from 1:10 to 20:1 by the weight ratio.

In a case where said other herbicidal compound is carfentrazone-ethyl,the mixing ratio of (a) the compound Q to (b) carfentrazone-ethyl isusually from 1:100 to 100:1, preferably from 1:20 to 10:1, morepreferably from 1:10 to 10:1 by the weight ratio.

In a case where said other herbicidal compound is pyridate, the mixingratio of (a) the compound Q to (b) pyridate is usually from 1:1 to1:500, preferably from 1:1 to 1:100, more preferably from 1:10 to 1:40by the weight ratio. In a case where said other herbicidal compound issulcotrione, the mixing ratio of (a) the compound 0 to (b) sulcotrioneis usually from 1:100 to 10:1, preferably from 1:10 to 10:1, morepreferably from 1:5 to 2:1 by the weight ratio.

In a case where said other herbicidal compound is mesotrione, the mixingratio of (a) the compound Q to (b) mesotrione is usually from 1:1 to1:100, preferably from 1:1 to 1:50, more preferably from 1:1 to 1:10 bythe weight ratio.

In a case where said other herbicidal compound is a sulfonylureacompound, the mixing ratio of (a) the compound Q to (b) the sulfonylureacompound is usually from 1:100 to 100:1, preferably from 1:70 to 50:1,more preferably from 1:50 to 30:1 by the weight ratio.

In a case where said other herbicidal compound is atriazolopyrimidinesulfonamide compound, the mixing ratio of (a) thecompound Q to (b) the triazolopyrimidinesulfonamide compound is usuallyfrom 1:100 to 100:1, preferably from 1:50 to 10:1, more preferably from1:10 to 5:1 by the weight ratio.

In a case where said other herbicidal compound is an imidazolinonecompound, the mixing ratio of (a) the compound Q to (b) theimidazolinone compound is usually from 1:100 to 100:1, preferably from1:50 to 10:1, more preferably from 1:10 to 5:1 by the weight ratio.

In a case where said other herbicidal compound is glyphosate or its salt(such as glyphosate-ammonium), the mixing ratio of (a) the compound Q to(b) glyphosate or its salt is usually from 1:1 to 1:500, preferably from1:1 to 1:100, more preferably from 1:1 to 1:80 by the weight ratio.

In a case where said other herbicidal compound is glufosinate,glufosinate-P or its salt (such as glufosinate-ammonium,glufosinate-P-ammonium), the mixing ratio of (a) the compound Q to (b)glufosinate, glufosinate-P or its salt is usually from 1:1 to 1:500,preferably from 1:1 to 1:100, more preferably from 1:1 to 1:40 by theweight ratio.

In a case where said other herbicidal compound is a dinitrianilinecompound, the mixing ratio of (a) the compound Q to (b) thedinitrianiline compound is usually from 1:1 to 1:1,000, preferably from1:1 to 1:100, more preferably from 1:1 to 1:50 by the weight ratio.

In a case where said other herbicidal compound is a chloroacetamidecompound, the mixing ratio of (a) the compound Q to (b) thechloroacetamide compound is usually from 1:1 to 1:1,000, preferably from1:1 to 1:500, more preferably from 1:1 to 1:300 by the weight ratio.

In a case where said other herbicidal compound is flufenacet, the mixingratio of (a) the compound Q to (b) flufenacet is usually from 1:1 to1:500, preferably from 1:5 to 1:100, more preferably from 1:15 to 1:50by the weight ratio.

In a case where said other herbicidal compound is pyroxasulfone, themixing ratio of (a) the compound Q to (b) pyroxasulfone is usually from1:1 to 1:500, preferably from 1:1 to 1:100, more preferably from 1:1 to1:50 by the weight ratio.

The dose of the herbicidally active ingredients in the present inventioncannot generally be defined, as it varies depending upon variousconditions such as the types of the compound Q and other herbicidalcompound, their mixing ratio, the type of the formulation, the weatherconditions, and the type and the growth state of the plants to becontrolled. However, the compound Q is applied in an amount of usuallyfrom 0.1 to 10,000 g/ha, preferably from 1 to 2,000 g/ha, morepreferably from 1 to 1,000 g/ha, and said other herbicidal compound isapplied in an amount of usually from 0.1 to 50,000 g/ha, preferably from1 to 10,000 g/ha, more preferably from 1.5 to 10,000 g/ha, and theappropriate dose of the compound Q and said other herbicidal compound intotal is usually from 0.2 to 60,000 g/ha, preferably from 2 to 12,000g/ha, more preferably from 2.5 to 11,000 g/ha.

Said other herbicidal compound in the present invention is not limitedto a specific compound, and its dose is not limited to a specific range,but as one embodiment of the present invention, doses of some compoundsare exemplified. However, the dose may vary depending upon variousconditions such as the type of the compound, the type of theformulation, the weather conditions, and the type and the growth stateof the plants to be controlled in some cases as described above.

In a case where other herbicidal compound is a phenoxy compound, thedose of said other herbicidal compound is usually from 0.1 to 10,000g/ha, preferably from 1 to 2,000 g/ha. Further, the appropriate dose ofthe compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is an aromatic carboxylic acidcompound, the dose of said other herbicidal compound is usually from 0.1to 10,000 g/ha, preferably from 1 to 2,000 g/ha. Further, theappropriate dose of the compound Q and said other herbicidal compound intotal is usually from 0.2 to 20,000 g/ha, preferably from 2 to 4,000g/ha.

In a case where other herbicidal compound is fluoroxypyr, the dose ofsaid other herbicidal compound is usually from 0.1 to 10,000 g/ha,preferably from 1 to 2,000 g/ha. Further, the appropriate dose of thecompound Q and said other herbicidal compound in total is usually from0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is a triazine compound, thedose of said other herbicidal compound is usually from 0.1 to 50,000g/ha, preferably from 10 to 10,000 g/ha. Further, the appropriate doseof the compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 60,000 g/ha, preferably from 11 to 12,000 g/ha.

In a case where other herbicidal compound is a urea compound, the doseof said other herbicidal compound is usually from 0.1 to 10,000 g/ha,preferably from 1 to 2,000 g/ha. Further, the appropriate dose of thecompound Q and said other herbicidal compound in total is usually from0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is a hydroxybenzonitrilecompound, the dose of said other herbicidal compound is usually from 0.1to 10,000 g/ha, preferably from 1 to 2,000 g/ha. Further, theappropriate dose of the compound Q and said other herbicidal compound intotal is usually from 0.2 to 20,000 g/ha, preferably from 2 to 4,000g/ha.

In a case where other herbicidal compound is bentazone or its salt (suchas bentazone-sodium), the dose of said other herbicidal compound isusually from 0.1 to 10,000 g/ha, preferably from 1 to 2,000 g/ha.Further, the appropriate dose of the compound Q and said otherherbicidal compound in total is usually from 0.2 to 20,000 g/ha,preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is a diphenylether compound,the dose of said other herbicidal compound is usually from 0.1 to 10,000g/ha, preferably from 1 to 2,000 g/ha. Further, the appropriate dose ofthe compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is a cyclic imide compound,the dose of said other herbicidal compound is usually from 0.1 to 10,000g/ha, preferably from 1 to 2,000 g/ha. Further, the appropriate dose ofthe compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is carfentrazone-ethyl, thedose of said other herbicidal compound is usually from 0.1 to 10,000g/ha, preferably from 1 to 2,000 g/ha. Further, the appropriate dose ofthe compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is pyridate, the dose of saidother herbicidal compound is usually from 0.1 to 10,000 g/ha, preferablyfrom 1 to 2,000 g/ha. Further, the appropriate dose of the compound Qand said other herbicidal compound in total is usually from 0.2 to20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is sulcotrione, the dose ofsaid other herbicidal compound is usually from 0.1 to 10,000 g/ha,preferably from 1 to 2,000 g/ha. Further, the appropriate dose of thecompound Q and said other herbicidal compound in total is usually from0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is mesotrione, the dose ofsaid other herbicidal compound is usually from 0.1 to 10,000 g/ha,preferably from 1 to 2,000 g/ha. Further, the appropriate dose of thecompound Q and said other herbicidal compound in total is usually from0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is a sulfonylurea compound,the dose of said other herbicidal compound is usually from 0.1 to 10,000g/ha, preferably from 1 to 500 g/ha. Further, the appropriate dose ofthe compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 20,000 g/ha, preferably from 2 to 2,500 g/ha.

In a case where other herbicidal compound is atriazolopyrimidinesulfonamide compound, the dose of said otherherbicidal compound is usually from 0.1 to 10,000 g/ha, preferably from1 to 2,000 g/ha. Further, the appropriate dose of the compound Q andsaid other herbicidal compound in total is usually from 0.2 to 20,000g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is an imidazolinone compound,the dose of said other herbicidal compound is usually from 0.1 to 10,000g/ha, preferably from 1 to 2,000 g/ha. Further, the appropriate dose ofthe compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is glyphosate or its salt(such as glyphosate-ammonium), the dose of said other herbicidalcompound is usually from 0.1 to 50,000 g/ha, preferably from 1 to 5,000g/ha. Further, the appropriate dose of the compound Q and said otherherbicidal compound in total is usually from 0.2 to 60,000 g/ha,preferably from 2 to 7,000 g/ha.

In a case where other herbicidal compound is glufosinate, glufosinate-Por its salt (such as glufosinate-ammonium, glufosinate-P-ammonium), thedose of said other herbicidal compound is usually from 0.1 to 50,000g/ha, preferably from 1 to 5,000 g/ha. Further, the appropriate dose ofthe compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 60,000 g/ha, preferably from 2 to 7,000 g/ha.

In a case where other herbicidal compound is a dinitroaniline compound,the dose of said other herbicidal compound is usually from 0.1 to 10,000g/ha, preferably from 1 to 5,000 g/ha. Further, the appropriate dose ofthe compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 20,000 g/ha, preferably from 2 to 7,000 g/ha.

In a case where other herbicidal compound is a chloroacetamide compound,the dose of said other herbicidal compound is usually from 0.1 to 50,000g/ha, preferably from 1 to 10,000 g/ha. Further, the appropriate dose ofthe compound Q and said other herbicidal compound in total is usuallyfrom 0.2 to 60,000 g/ha, preferably from 2 to 12,000 g/ha.

In a case where other herbicidal compound is flufenacet, the dose ofsaid other herbicidal compound is usually from 0.1 to 10,000 g/ha,preferably from 1 to 2,000 g/ha. Further, the appropriate dose of thecompound Q and said other herbicidal compound in total is usually from0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

In a case where other herbicidal compound is pyroxasulfone, the dose ofsaid other herbicidal compound is usually from 0.1 to 10,000 g/ha,preferably from 1 to 2,000 g/ha. Further, the appropriate dose of thecompound Q and said other herbicidal compound in total is usually from0.2 to 20,000 g/ha, preferably from 2 to 4,000 g/ha.

With respect to application, application to undesired plants orapplication to a place where they grow (either before or after emergingof the plants) may optionally be selected. Further, the compound Q andother herbicidal compound may separately be formulated so that they aremixed for use at the time of application, or they may be formulatedtogether. As examples of a specific application method, the followingmay be mentioned.

1. The compound Q and other herbicidal compound are formulated together,and the formulation is applied as it is.

2. The compound Q and other herbicidal compound are formulated together,the formulation is diluted to a predetermined concentration with e.g.water, and as the case requires, a spreader (such as a surfactant, avegetable oil or a mineral oil) is added for application.

3. The compound Q and other herbicidal compound are separatelyformulated and applied as they are.

4. The compound Q and other herbicidal compound are separatelyformulated, and they are diluted to a predetermined concentration withe.g. water, and as the case requires, a spreader (such as a surfactant,a vegetable oil or a mineral oil) is added for application.

5. The compound Q and other herbicidal compound are separatelyformulated, and the formulations are mixed when diluted to apredetermined concentration with e.g. water, and as the case requires, aspreader (such as a surfactant, a vegetable oil or a mineral oil) isadded for application.

The herbicidal composition of the present invention may be prepared bymixing the compound Q and other herbicidal compound, as activeingredients, with various agricultural additives in accordance withconventional formulation methods for agricultural chemicals, and appliedin the form of various formulations such as dusts, granules, waterdispersible granules, wettable powders, tablets, pills, capsules(including a formulation packaged by a water soluble film), water-basedsuspensions, oil-based suspensions, microemulsions, suspoemulsions,water soluble powders, emulsifiable concentrates, soluble concentratesor pastes. It may be formed into any formulation which is commonly usedin this field, so long as the object of the present invention is therebymet.

At the time of the formulation, the compound Q and other herbicidalcompound may be mixed together for the formulation, or they may beseparately formulated.

The additives to be used for the formulation include, for example, asolid carrier such as diatomaceous earth, slaked lime, calciumcarbonate, talc, white carbon, kaoline, bentonite, kaolinite, sericite,clay, sodium carbonate, sodium bicarbonate, mirabilite, zeolite orstarch; a solvent such as water, toluene, xylene, solvent naphtha,dioxane, acetone, isophorone, methyl isobutyl ketone, chlorobenzene,cyclohexane, dimethylsulfoxide, dimethylformamide, dimethylacetamide,N-methyl-2-pyrrolidone or an alcohol; an anionic surfactant or spreadersuch as a salt of fatty acid, a benzoate, an alkylsulfosuccinate, adialkylsulfosuccinate, a polycarboxylate, a salt of alkylsulfuric acidester, an alkyl sulfate, an alkylaryl sulfate, an alkyl diglycol ethersulfate, a salt of alcohol sulfuric acid ester, an alkyl sulfonate, analkylaryl sulfonate, an aryl sulfonate, a lignin sulfonate, analkyldiphenylether disulfonate, a polystyrene sulfonate, a salt ofalkylphosphoric acid ester, an alkylaryl phosphate, a styrylarylphosphate, a salt of polyoxyethylene alkyl ether sulfuric acid ester, apolyoxyethylene alkylaryl ether sulfate, a salt of polyoxyethylenealkylaryl ether sulfuric acid ester, a polyoxyethylene alkyl etherphosphate, a salt of polyoxyethylene alkylaryl phosphoric acid ester, asalt of polyoxyethylene aryl ether phosphoric acid ester, a naphthalenesulfonate condensed with formaldehyde or an alkylnaphthalene sulfonatecondensed with formaldehyde; a nonionic surfactant or spreader such as asorbitan fatty acid ester, a glycerin fatty acid ester, a fatty acidpolyglyceride, a fatty acid alcohol polyglycol ether, acetylene glycol,acetylene alcohol, an oxyalkylene block polymer, a polyoxyethylene alkylether, a polyoxyethylene alkylaryl ether, a polyoxyethylene styrylarylether, a polyoxyethylene glycol alkyl ether, polyethylene glycol, apolyoxyethylene fatty acid ester, a polyoxyethylene sorbitan fatty acidester, a polyoxyethylene glycerin fatty acid ester, a polyoxyethylenehydrogenated castor oil or a polyoxypropylene fatty acid ester; and avegetable oil or mineral oil such as olive oil, kapok oil, castor oil,palm oil, camellia oil, coconut oil, sesame oil, corn oil, rice branoil, peanut oil, cottonseed oil, soybean oil, rapeseed oil, linseed oil,tung oil or liquid paraffins. These additives may suitably be selectedfor use alone or in combination as a mixture of two or more of them, solong as the object of the present invention is met. Further, additivesother than the above-mentioned may be suitably selected for use amongthose known in this field. For example, various additives commonly used,such as a filler, a thickener, an anti-settling agent, an anti-freezingagent, a dispersion stabilizer, a safener, an anti-mold agent, a bubbleagent, a disintegrator and a binder, may be used. The mix ratio byweight of the compound Q or other herbicidal compound to such variousadditives may be from 0.1:99.9 to 95:5, preferably from 0.2:99.8 to85:15.

The herbicidal composition of the present invention may be mixed with ormay be used in combination with other agricultural chemicals,fertilizers or phytotoxicity-reducing agents, whereby synergisticeffects or activities may sometimes be obtained. Such other agriculturalchemicals include, for example, a fungicide, an antibiotic, a planthormone and an insecticide.

Now, examples of preferred embodiments of the present invention will begiven below, but it should be understood that the present invention isby no means restricted thereto.

(1) A herbicidal composition comprising as active ingredients (a) aherbicidal benzoylpyrazole compound of the formula (I) or its saltwherein R¹ is alkyl, R² is a hydrogen atom or alkyl, R³ is alkyl, R⁴ isalkyl or halogen, R⁵ is alkoxyalkyl, haloalkoxyalkyl, alkoxy,haloalkoxy, alkoxyalkoxy or —C(O)OR⁷, R⁶ is alkylsulfonyl, A is alkylenesubstituted by at least one alkyl, and R⁷ is alkyl, and (b) otherherbicidal compound.

(2) A herbicidal composition comprising as active ingredients (a) aherbicidal benzoylpyrazole compound of the formula (I) or its saltwherein R¹ is alkyl, R² is a hydrogen atom, R³ is alkyl, R⁴ is alkyl, R⁵is alkoxyalkyl, alkoxy, alkoxyalkoxy or —C(O)OR⁷, R⁶ is alkylsulfonyl, Ais alkylene substituted by at least one alkyl, and R⁷ is alkyl, and (b)other herbicidal compound.

(3) A herbicidal composition comprising as active ingredients (a) aherbicidal benzoylpyrazole compound of the formula (I) or its saltwherein R¹ is alkyl, R² is a hydrogen atom, R³ is alkyl, R⁴ is alkyl, R⁵is alkoxyalkoxy, R⁶ is alkylsulfonyl, and A is alkylene substituted byat least one alkyl, and (b) other herbicidal compound.

(4) A herbicidal composition comprising as active ingredients (a) aherbicidal benzoylpyrazole compound of the formula (I) or its saltwherein R¹ is —CH₃ or —CH₂CH₃, R² is —H, R³ is —CH₃ or —CH₂CH₃, R⁴ is—CH₃, R⁵ is —OCH2CH2OCH3, R⁶ is —SO₂CH₃ and A is —CH(CH₃)—, and (b)other herbicidal compound.

Now, typical examples of the compound Q will be given in Table 1, butthe compound Q in the present invention is not limited thereto. Thesecompounds can be prepared in accordance with various processes disclosedin e.g. WO2007/069771 or WO2008/065907. Further, the after-mentionedCompound No. 4 may be prepared in accordance with the followingPreparation Example.

Preparation Example Preparation of1-(1-ethyl-4-(3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoyl)-1H-pyrazol-5-yloxy)ethylmethyl carbonate (the following Compound No. 4)

5-Hydroxy-1-ethylpyrazol-4-yl3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)phenylketone (300 mg) was dissolved in 2-butanone (10 mL), and potassiumcarbonate (130 mg) and tetrabutylammonium bromide (15 mg) were added.After stirring at room temperature for 10 minutes, 1-chloroethyl methylcarbonate (purity: 85%, 270 mg) was added at room temperature, followedby heating and refluxing for 3 hours. After completion of the reaction,the reaction mixture was cooled to room temperature and poured intowater and then extracted with ethyl acetate. The organic layer waswashed with 1N hydrochloric acid and a saturated sodium chloride aqueoussolution, followed by drying over anhydrous sodium sulfate. The solventwas distilled off under reduced pressure. The obtained residue waspurified by column chromatography with n-hexane:ethyl acetate=1:1, toobtain the desired product (180 mg) as slightly yellow solid. The NMRspectrum data of this product are as follows.

¹H-NMR δppm (measuring instrument:JEOL-GSX (400 MHz), solvent:CDCl₃)1.40 (3H, t, J=7.2 Hz), 1.77 (3H, d, J=5.2 Hz), 2.35 (3H, s), 2.94 (3H,s), 3.46 (3H, s), 3.71 (3H, s), 3.80 (211, t, J=4.4 Hz), 4.05 (2H, m),4.24 (2H, t, J=4.4 Hz), 6.78 (1H, q, J=5.2 Hz), 7.26 (1H, d, J=7.6 Hz),7.28 (1H, s), 7.88 (1H, d, J=7.6 Hz).

In Table 1, No. represents a Compound No. Further, in Table 1, Merepresents a methyl group, Et an ethyl group, n-Pr a n-propyl group,i-Pr an isopropyl group, n-Bu a n-butyl group, and t-Bu a tertiary butylgroup. Further, the left-hand side of -A- is bonded to the pyrazoleside, and the right-hand side of -A- is bonded to the carbonate side.

TABLE 1 (I)

No. R¹ R² R³ R⁴ R⁵ R⁶ —A— 1 Me H Me Me OCH₂CH₂OMe SO₂Me —CH(Me)— 2 Me HMe Me OCH₂CH₂OMe SO₂Me —CH(Me)— 3 Et H Et Me OCH₂CH₂OMe SO₂Me —CH(Me)— 4Et H Me Me OCH₂CH₂OMe SO₂Me —CH(Me)— 5 Me H Et Me OCH₂CH₂OMe SO₂Me—C(Me)₂— 6 Me H Et Me OCH₂CF₃ SO₂Me —CH(Me)— 7 Me H Et Me CH₂OMe SO₂Me—CH(Me)— 8 Me H Et Cl CH₂OMe SO₂Me —CH(Me)— 9 n-Bu H Et Me OCH₂CH₂OMeSO₂Me —CH(Me)— 10 t-Bu H Et Me OCH₂CH₂OMe SO₂Me —CH(Me)— 11 Me Me Et MeOCH₂CH₂OMe SO₂Me —CH(Me)— 12 Me H Et Me OCH₂CH₂OMe SO₂Me —C(Me)(Et)— 13Me H Et Me OCH₂CH₂OMe SO₂Me —CH(Et)— 14 Me H Et Me OCH₂CH₂OMe SO₂Me—CH(i-Pr)— 15 Me H Et Me CH₂OCH₂CF₃ SO₂Me —CH(Me)— 16 Et H Et Cl C(O)OMeSO₂Me —CH(Me)— 17 Me H Et Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 18 i-Pr H Et MeOCH₂CH₂OMe SO₂Me —CH(Me)— 19 Me H n-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)— 20Me H n-Bu Me OCH₂CH₂OMe SO₂Me —CH(Me)— 21 Me H Et Me C(O)OMe SO₂Me—CH(Me)— 22 Me H Me Me OCH₂CH₂OMe SO₂Me —C(Me)₂— 23 Et H Et MeOCH₂CH₂OMe SO₂Me —C(Me)₂— 24 Me H i-Pr Me OCH₂CH₂OMe SO₂Me —C(Me)₂— 25i-Pr Me Et Me OCH₂CH₂OMe SO₂Me —C(Me)₂— 26 Me H n-Pr Me OCH₂CH₂OMe SO₂Me—C(Me)₂— 27 Me H n-Bu Me OCH₂CH₂OMe SO₂Me —C(Me)₂— 28 Me H Et MeOCH₂CH₂OMe SO₂Me —C(Me)₂— 29 Et H Et Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 30t-Bu H Et Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 31 Me Me Et Cl OCH₂CH₂OMe SO₂Me—CH(Me)— 32 Me H Me Me OCH₂CH₂OMe SO₂Et —CH(Me)— 33 Me H Et MeOCH₂CH₂OMe SO₂Et —CH(Me)— 34 Et H Et Me OCH₂CH₂OMe SO₂Et —CH(Me)— 35 MeH i-Pr Me OCH₂CH₂OMe SO₂Et —CH(Me)— 36 Me H Et Me OCH₂CH₂OMe SO₂Et—C(Me)₂— 37 Me H Et Me OCH₂CF₃ SO₂Et —CH(Me)— 38 Me H Et Me CH₂OMe SO₂Et—CH(Me)— 39 Me H Et Cl CH₂OMe SO₂Et —CH(Me)— 40 n-Bu H Et Me OCH₂CH₂OMeSO₂Et —CH(Me)— 41 t-Bu H Et Me OCH₂CH₂OMe SO₂Et —CH(Me)— 42 Me Me Et MeOCH₂CH₂OMe SO₂Et —CH(Me)— 43 Me H Et Me OCH₂CH₂OMe SO₂Et —C(Me(Et)— 44Me H Et Me OCH₂CH₂OMe SO₂Et —CH(Et)— 45 Me H Et Me OCH₂CH₂OMe SO₂Et—CH(i-Pr)— 46 Me H Et Me CH₂OCH₂CF₃ SO₂Et —CH(Me)— 47 Et H Et Cl C(O)OMeSO₂Et —CH(Me)— 48 Me H Et Cl OCH₂CH₂OMe SO₂Et —CH(Me)— 49 i-Pr Me Et MeOCH₂CH₂OMe SO₂Et —CH(Me)— 50 Me H n-Pr Me OCH₂CH₂OMe SO₂Et —CH(Me)— 51Me H n-Bu Me OCH₂CH₂OMe SO₂Et —CH(Me)— 52 Me H Et Me C(O)OMe SO₂Et—CH(Me)— 53 Me H Me Me OCH₂CH₂OMe SO₂Et —C(Me)₂— 54 Et H Et MeOCH₂CH₂OMe SO₂Et —C(Me)₂— 55 Me H i-Pr Me OCH₂CH₂OMe SO₂Et —C(Me)₂— 56Me H Me Br OCH₂CH₂OMe SO₂Me —CH(Me)— 57 Me H Et Br OCH₂CH₂OMe SO₂Me—CH(Me)— 58 Et H Et Br OCH₂CH₂OMe SO₂Me —CH(Me)— 59 Me H i-Pr BrOCH₂CH₂OMe SO₂Me —CH(Me)— 60 Me H Et Br OCH₂CH₂OMe SO₂Me —C(Me)₂— 61 MeH Et Br OCH₂CF₃ SO₂Me —CH(Me)— 62 Me H Et Br CH₂OMe SO₂Me —CH(Me)— 63n-Bu H Et Me OCH₂CH₂OMe SO₂Et —CH(Me)— 64 t-Bu H i-Pr Me OCH₂CH₂OMeSO₂Et —CH(Me)— 65 Me Me i-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)— 66 Me Et Me MeOCH₂CH₂OMe SO₂Me —CH(Me)— 67 Me Et Et Me OCH₂CH₂OMe SO₂Me —CH(Me)— 68 MeEt i-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)— 69 Me Et n-Pr Me OCH₂CH₂OMe SO₂Me—CH(Me)— 70 Me Et n-Bu Me OCH₂CH₂OMe SO₂Me —CH(Me)— 71 Et Et Me MeOCH₂CH₂OMe SO₂Me —CH(Me)— 72 Et Et Et Me OCH₂CH₂OMe SO₂Me —CH(Me)— 73 EtEt i-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)— 74 Et Et n-Pr Me OCH₂CH₂OMe SO₂Me—CH(Me)— 75 Et Et n-Bu Me OCH₂CH₂OMe SO₂Me —CH(Me)— 76 i-Pr Et Me MeOCH₂CH₂OMe SO₂Me —CH(Me)— 77 i-Pr Et Et Me OCH₂CH₂OMe SO₂Me —CH(Me)— 78i-Pr Et i-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)— 79 i-Pr Et n-Pr Me OCH₂CH₂OMeSO₂Me —CH(Me)— 80 i-Pr Et n-Bu Me OCH₂CH₂OMe SO₂Me —CH(Me)— 81 n-Pr EtMe Me OCH₂CH₂OMe SO₂Me —CH(Me)— 82 n-Pr Et Et Me OCH₂CH₂OMe SO₂Me—CH(Me)— 83 n-Pr Et i-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)— 84 n-Pr Et n-Pr MeOCH₂CH₂OMe SO₂Me —CH(Me)— 85 n-Pr Et n-Bu Me OCH₂CH₂OMe SO₂Me —CH(Me)—86 n-Bu Et Me Me OCH₂CH₂OMe SO₂Me —CH(Me)— 87 n-Bu Et Et Me OCH₂CH₂OMeSO₂Me —CH(Me)— 88 n-Bu Et i-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)— 89 n-Bu Etn-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)— 90 n-Bu Et n-Bu Me OCH₂CH₂OMe SO₂Me—CH(Me)— 91 t-Bu Et Me Me OCH₂CH₂OMe SO₂Me —CH(Me)— 92 t-Bu Et Et MeOCH₂CH₂OMe SO₂Me —CH(Me)— 93 t-Bu Et i-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)—94 t-Bu Et n-Pr Me OCH₂CH₂OMe SO₂Me —CH(Me)— 95 t-Bu Et n-Bu MeOCH₂CH₂OMe SO₂Me —CH(Me)— 96 Me Et Me Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 97 MeEt Et Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 98 Me Et i-Pr Cl OCH₂CH₂OMe SO₂Me—CH(Me)— 99 Me Et n-Pr Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 100 Me Et n-Bu ClOCH₂CH₂OMe SO₂Me —CH(Me)— 101 Et Et Me Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 102Et Et Et Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 103 Et Et i-Pr Cl OCH₂CH₂OMe SO₂Me—CH(Me)— 104 Et Et n-Pr Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 105 Et Et n-Bu ClOCH₂CH₂OMe SO₂Me —CH(Me)— 106 i-Pr Et Me Cl OCH₂CH₂OMe SO₂Me —CH(Me)—107 i-Pr Et Et Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 108 i-Pr Et i-Pr ClOCH₂CH₂OMe SO₂Me —CH(Me)— 109 i-Pr Et n-Pr Cl OCH₂CH₂OMe SO₂Me —CH(Me)—110 i-Pr Et n-Bu Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 111 n-Pr Et Me ClOCH₂CH₂OMe SO₂Me —CH(Me)— 112 n-Pr Et Et Cl OCH₂CH₂OMe SO₂Me —CH(Me)—113 n-Pr Et i-Pr Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 114 n-Pr Et n-Pr ClOCH₂CH₂OMe SO₂Me —CH(Me)— 115 n-Pr Et n-Bu Cl OCH₂CH₂OMe SO₂Me —CH(Me)—116 n-Bu Et Me Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 117 n-Bu Et Et Cl OCH₂CH₂OMeSO₂Me —CH(Me)— 118 n-Bu Et i-Pr Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 119 n-Bu Etn-Pr Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 120 n-Bu Et n-Bu Cl OCH₂CH₂OMe SO₂Me—CH(Me)— 121 t-Bu Et Me Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 122 t-Bu Et Et ClOCH₂CH₂OMe SO₂Me —CH(Me)— 123 t-Bu Et i-Pr Cl OCH₂CH₂OMe SO₂Me —CH(Me)—124 t-Bu Et n-Pr Cl OCH₂CH₂OMe SO₂Me —CH(Me)— 125 t-Bu Et n-Bu ClOCH₂CH₂OMe SO₂Me —CH(Me)— 126 Me Et Me Me OCH₂CF₃ SO₂Me —CH(Me)— 127 MeEt Et Me OCH₂CF₃ SO₂Me —CH(Me)— 128 Me Et i-Pr Me OCH₂CF₃ SO₂Me —CH(Me)—129 Me Et n-Pr Me OCH₂CF₃ SO₂Me —CH(Me)— 130 Me Et n-Bu Me OCH₂CF₃ SO₂Me—CH(Me)— 131 Et Et Me Me OCH₂CF₃ SO₂Me —CH(Me)— 132 Et Et Et Me OCH₂CF₃SO₂Me —CH(Me)— 133 Et Et i-Pr Me OCH₂CF₃ SO₂Me —CH(Me)— 134 Et Et n-PrMe OCH₂CF₃ SO₂Me —CH(Me)— 135 Et Et n-Bu Me OCH₂CF₃ SO₂Me —CH(Me)— 136i-Pr Et Me Me OCH₂CF₃ SO₂Me —CH(Me)— 137 i-Pr Et Et Me OCH₂CF₃ SO₂Me—CH(Me)— 138 i-Pr Et i-Pr Me OCH₂CF₃ SO₂Me —CH(Me)— 139 i-Pr Et n-Pr MeOCH₂CF₃ SO₂Me —CH(Me)— 140 i-Pr Et n-Bu Me OCH₂CF₃ SO₂Me —CH(Me)— 141n-Pr Et Me Me OCH₂CF₃ SO₂Me —CH(Me)— 142 n-Pr Et Et Me OCH₂CF₃ SO₂Me—CH(Me)— 143 n-Pr Et i-Pr Me OCH₂CF₃ SO₂Me —CH(Me)— 144 n-Pr Et n-Pr MeOCH₂CF₃ SO₂Me —CH(Me)— 145 n-Pr Et n-Bu Me OCH₂CF₃ SO₂Me —CH(Me)— 146n-Bu Et Me Me OCH₂CF₃ SO₂Me —CH(Me)— 147 n-Bu Et Et Me OCH₂CF₃ SO₂Me—CH(Me)— 148 n-Bu Et i-Pr Me OCH₂CF₃ SO₂Me —CH(Me)— 149 n-Bu Et n-Pr MeOCH₂CF₃ SO₂Me —CH(Me)— 150 n-Bu Et n-Bu Me OCH₂CF₃ SO₂Me —CH(Me)— 151t-Bu Et Me Me OCH₂CF₃ SO₂Me —CH(Me)— 152 t-Bu Et Et Me OCH₂CF₃ SO₂Me—CH(Me)— 153 t-Bu Et i-Pr Me OCH₂CF₃ SO₂Me —CH(Me)— 154 t-Bu Et n-Pr MeOCH₂CF₃ SO₂Me —CH(Me)— 155 t-Bu Et n-Bu Me OCH₂CF₃ SO₂Me —CH(Me)— 156 MeEt Me Cl OCH₂CF₃ SO₂Me —CH(Me)— 157 Me Et Et Cl OCH₂CF₃ SO₂Me —CH(Me)—158 Me Et i-Pr Cl OCH₂CF₃ SO₂Me —CH(Me)— 159 Me Et n-Pr Cl OCH₂CF₃ SO₂Me—CH(Me)— 160 Me Et n-Bu Cl OCH₂CF₃ SO₂Me —CH(Me)— 161 Et Et Me ClOCH₂CF₃ SO₂Me —CH(Me)— 162 Et Et Et Cl OCH₂CF₃ SO₂Me —CH(Me)— 163 Et Eti-Pr Cl OCH₂CF₃ SO₂Me —CH(Me)— 164 Et Et n-Pr Cl OCH₂CF₃ SO₂Me —CH(Me)—165 Et Et n-Bu Cl OCH₂CF₃ SO₂Me —CH(Me)— 166 i-Pr Et Me Cl OCH₂CF₃ SO₂Me—CH(Me)— 167 i-Pr Et Et Cl OCH₂CF₃ SO₂Me —CH(Me)— 168 i-Pr Et i-Pr ClOCH₂CF₃ SO₂Me —CH(Me)— 169 i-Pr Et n-Pr Cl OCH₂CF₃ SO₂Me —CH(Me)— 170i-Pr Et n-Bu Cl OCH₂CF₃ SO₂Me —CH(Me)— 171 n-Pr Et Me Cl OCH₂CF₃ SO₂Me—CH(Me)— 172 n-Pr Et Et Cl OCH₂CF₃ SO₂Me —CH(Me)— 173 n-Pr Et i-Pr ClOCH₂CF₃ SO₂Me —CH(Me)— 174 n-Pr Et n-Pr Cl OCH₂CF₃ SO₂Me —CH(Me)— 175n-Pr Et n-Bu Cl OCH₂CF₃ SO₂Me —CH(Me)— 176 n-Bu Et Me Cl OCH₂CF₃ SO₂Me—CH(Me)— 177 n-Bu Et Et Cl OCH₂CF₃ SO₂Me —CH(Me)— 178 n-Bu Et i-Pr ClOCH₂CF₃ SO₂Me —CH(Me)— 179 n-Bu Et n-Pr Cl OCH₂CF₃ SO₂Me —CH(Me)— 180n-Bu Et n-Bu Cl OCH₂CF₃ SO₂Me —CH(Me)— 181 t-Bu Et Me Cl OCH₂CF₃ SO₂Me—CH(Me)— 182 t-Bu Et Et Cl OCH₂CF₃ SO₂Me —CH(Me)— 183 t-Bu Et i-Pr ClOCH₂CF₃ SO₂Me —CH(Me)— 184 t-Bu Et n-Pr Cl OCH₂CF₃ SO₂Me —CH(Me)— 185t-Bu Et n-Bu Cl OCH₂CF₃ SO₂Me —CH(Me)— 186 Me Et Me Me CH₂OMe SO₂Me—CH(Me)— 187 Me Et Et Me CH₂OMe SO₂Me —CH(Me)— 188 Me Et i-Pr Me CH₂OMeSO₂Me —CH(Me)— 189 Me Et n-Pr Me CH₂OMe SO₂Me —CH(Me)— 190 Me Et n-Bu MeCH₂OMe SO₂Me —CH(Me)— 191 Et Et Me Me CH₂OMe SO₂Me —CH(Me)— 192 Et Et EtMe CH₂OMe SO₂Me —CH(Me)— 193 Et Et i-Pr Me CH₂OMe SO₂Me —CH(Me)— 194 EtEt n-Pr Me CH₂OMe SO₂Me —CH(Me)— 195 Et Et n-Bu Me CH₂OMe SO₂Me —CH(Me)—196 i-Pr Et Me Me CH₂OMe SO₂Me —CH(Me)— 197 i-Pr Et Et Me CH₂OMe SO₂Me—CH(Me)— 198 i-Pr Et i-Pr Me CH₂OMe SO₂Me —CH(Me)— 199 i-Pr Et n-Pr MeCH₂OMe SO₂Me —CH(Me)— 200 i-Pr Et n-Bu Me CH₂OMe SO₂Me —CH(Me)— 201 n-PrEt Me Me CH₂OMe SO₂Me —CH(Me)— 202 n-Pr Et Et Me CH₂OMe SO₂Me —CH(Me)—203 n-Pr Et i-Pr Me CH₂OMe SO₂Me —CH(Me)— 204 n-Pr Et n-Pr Me CH₂OMeSO₂Me —CH(Me)— 205 n-Pr Et n-Bu Me CH₂OMe SO₂Me —CH(Me)— 206 n-Bu Et MeMe CH₂OMe SO₂Me —CH(Me)— 207 n-Bu Et Et Me CH₂OMe SO₂Me —CH(Me)— 208n-Bu Et i-Pr Me CH₂OMe SO₂Me —CH(Me)— 209 n-Bu Et n-Pr Me CH₂OMe SO₂Me—CH(Me)— 210 n-Bu Et n-Bu Me CH₂OMe SO₂Me —CH(Me)— 211 t-Bu Et Me MeCH₂OMe SO₂Me —CH(Me)— 212 t-Bu Et Et Me CH₂OMe SO₂Me —CH(Me)— 213 t-BuEt i-Pr Me CH₂OMe SO₂Me —CH(Me)— 214 t-Bu Et n-Pr Me CH₂OMe SO₂Me—CH(Me)— 215 t-Bu Et n-Bu Me CH₂OMe SO₂Me —CH(Me)— 216 Me Et Me ClCH₂OMe SO₂Me —CH(Me)— 217 Me Et Et Cl CH₂OMe SO₂Me —CH(Me)— 218 Me Eti-Pr Cl CH₂OMe SO₂Me —CH(Me)— 219 Me Et n-Pr Cl CH₂OMe SO₂Me —CH(Me)—220 Me Et n-Bu Cl CH₂OMe SO₂Me —CH(Me)— 221 Et Et Me Cl CH₂OMe SO₂Me—CH(Me)— 222 Et Et Et Cl CH₂OMe SO₂Me —CH(Me)— 223 Et Et i-Pr Cl CH₂OMeSO₂Me —CH(Me)— 224 Et Et n-Pr Cl CH₂OMe SO₂Me —CH(Me)— 225 Et Et n-Bu ClCH₂OMe SO₂Me —CH(Me)— 226 i-Pr Et Me Cl CH₂OMe SO₂Me —CH(Me)— 227 i-PrEt Et Cl CH₂OMe SO₂Me —CH(Me)— 228 i-Pr Et i-Pr Cl CH₂OMe SO₂Me —CH(Me)—229 i-Pr Et n-Pr Cl CH₂OMe SO₂Me —CH(Me)— 230 i-Pr Et n-Bu Cl CH₂OMeSO₂Me —CH(Me)— 231 n-Pr Et Me Cl CH₂OMe SO₂Me —CH(Me)— 232 n-Pr Et Et ClCH₂OMe SO₂Me —CH(Me)— 233 n-Pr Et i-Pr Cl CH₂OMe SO₂Me —CH(Me)— 234 n-PrEt n-Pr Cl CH₂OMe SO₂Me —CH(Me)— 235 n-Pr Et n-Bu Cl CH₂OMe SO₂Me—CH(Me)— 236 n-Bu Et Me Cl CH₂OMe SO₂Me —CH(Me)— 237 n-Bu Et Et ClCH₂OMe SO₂Me —CH(Me)— 238 n-Bu Et i-Pr Cl CH₂OMe SO₂Me —CH(Me)— 239 n-BuEt n-Pr Cl CH₂OMe SO₂Me —CH(Me)— 240 n-Bu Et n-Bu Cl CH₂OMe SO₂Me—CH(Me)— 241 t-Bu Et Me Cl CH₂OMe SO₂Me —CH(Me)— 242 t-Bu Et Et ClCH₂OMe SO₂Me —CH(Me)— 243 t-Bu Et i-Pr Cl CH₂OMe SO₂Me —CH(Me)— 244 t-BuEt n-Pr Cl CH₂OMe SO₂Me —CH(Me)— 245 t-Bu Et n-Bu Cl CH₂OMe SO₂Me—CH(Me)— 246 Me Et Me Me CH₂OMe SO₂Me —CH(Me)— 247 Me Et Et Me CH₂OMeSO₂Me —CH(Me)— 248 Me Et i-Pr Me CH₂OMe SO₂Me —CH(Me)— 249 Me Et n-Pr MeCH₂OMe SO₂Me —CH(Me)— 250 Me Et n-Bu Me CH₂OMe SO₂Me —CH(Me)— 251 Et EtMe Me CH₂OMe SO₂Me —CH(Me)— 252 Et Et Et Me C(O)OMe SO₂Me —CH(Me)— 253Et Et i-Pr Me C(O)OMe SO₂Me —CH(Me)— 254 Et Et n-Pr Me C(O)OMe SO₂Me—CH(Me)— 255 Et Et n-Bu Me C(O)OMe SO₂Me —CH(Me)— 256 i-Pr Et Me MeC(O)OMe SO₂Me —CH(Me)— 257 i-Pr Et Et Me C(O)OMe SO₂Me —CH(Me)— 258 i-PrEt i-Pr Me C(O)OMe SO₂Me —CH(Me)— 259 i-Pr Et n-Pr Me C(O)OMe SO₂Me—CH(Me)— 260 i-Pr Et n-Bu Me C(O)OMe SO₂Me —CH(Me)— 261 n-Pr Et Me MeC(O)OMe SO₂Me —CH(Me)— 262 n-Pr Et Et Me C(O)OMe SO₂Me —CH(Me)— 263 n-PrEt i-Pr Me C(O)OMe SO₂Me —CH(Me)— 264 n-Pr Et n-Pr Me C(O)OMe SO₂Me—CH(Me)— 265 n-Pr Et n-Bu Me C(O)OMe SO₂Me —CH(Me)— 266 n-Bu Et Me MeC(O)OMe SO₂Me —CH(Me)— 267 n-Bu Et Et Me C(O)OMe SO₂Me —CH(Me)— 268 n-BuEt i-Pr Me C(O)OMe SO₂Me —CH(Me)— 269 n-Bu Et n-Pr Me C(O)OMe SO₂Me—CH(Me)— 270 n-Bu Et n-Bu Me C(O)OMe SO₂Me —CH(Me)— 271 t-Bu Et Me MeC(O)OMe SO₂Me —CH(Me)— 272 t-Bu Et Et Me C(O)OMe SO₂Me —CH(Me)— 273 t-BuEt i-Pr Me C(O)OMe SO₂Me —CH(Me)— 274 t-Bu Et n-Pr Me C(O)OMe SO₂Me—CH(Me)— 275 t-Bu Et n-Bu Me C(O)OMe SO₂Me —CH(Me)— 276 Me Et Me ClC(O)OMe SO₂Me —CH(Me)— 277 Me Et Et Cl C(O)OMe SO₂Me —CH(Me)— 278 Me Eti-Pr Cl C(O)OMe SO₂Me —CH(Me)— 279 Me Et n-Pr Cl C(O)OMe SO₂Me —CH(Me)—280 Me Et n-Bu Cl C(O)OMe SO₂Me —CH(Me)— 281 Et Et Me Cl C(O)OMe SO₂Me—CH(Me)— 282 Et Et Et Cl C(O)OMe SO₂Me —CH(Me)— 283 Et Et i-Pr ClC(O)OMe SO₂Me —CH(Me)— 284 Et Et n-Pr Cl C(O)OMe SO₂Me —CH(Me)— 285 EtEt n-Bu Cl C(O)OMe SO₂Me —CH(Me)— 286 i-Pr Et Me Cl C(O)OMe SO₂Me—CH(Me)— 287 i-Pr Et Et Cl C(O)OMe SO₂Me —CH(Me)— 288 i-Pr Et i-Pr ClC(O)OMe SO₂Me —CH(Me)— 289 i-Pr Et n-Pr Cl C(O)OMe SO₂Me —CH(Me)— 290i-Pr Et n-Bu Cl C(O)OMe SO₂Me —CH(Me)— 291 n-Pr Et Me Cl C(O)OMe SO₂Me—CH(Me)— 292 n-Pr Et Et Cl C(O)OMe SO₂Me —CH(Me)— 293 n-Pr Et i-Pr ClC(O)OMe SO₂Me —CH(Me)— 294 n-Pr Et n-Pr Cl C(O)OMe SO₂Me —CH(Me)— 295n-Pr Et n-Bu Cl C(O)OMe SO₂Me —CH(Me)— 296 n-Bu Et Me Cl C(O)OMe SO₂Me—CH(Me)— 297 n-Bu Et Et Cl C(O)OMe SO₂Me —CH(Me)— 298 n-Bu Et i-Pr ClC(O)OMe SO₂Me —CH(Me)— 299 n-Bu Et n-Pr Cl C(O)OMe SO₂Me —CH(Me)— 300n-Bu Et n-Bu Cl C(O)OMe SO₂Me —CH(Me)— 301 t-Bu Et Me Cl C(O)OMe SO₂Me—CH(Me)— 302 t-Bu Et Et Cl C(O)OMe SO₂Me —CH(Me)— 303 t-Bu Et i-Pr ClC(O)OMe SO₂Me —CH(Me)— 304 t-Bu Et n-Pr Cl C(O)OMe SO₂Me —CH(Me)— 305t-Bu Et n-Bu Cl C(O)OMe SO₂Me —CH(Me)— 306 Me H Et Me CH₂OCH(Me)₂ SO₂Me—CH(Me)— 307 Et H Et Me CH₂OCH(Me)₂ SO₂Me —CH(Me)— 308 n-Pr H Et MeCH₂OCH(Me)₂ SO₂Me —CH(Me)— 309 i-Pr H Et Me CH₂OCH(Me)₂ SO₂Me —CH(Me)—310 Me H Et Cl CH₂OCH(Me)₂ SO₂Me —CH(Me)— 311 Et H Et Cl CH₂OCH(Me)₂SO₂Me —CH(Me)— 312 n-Pr H Et Cl CH₂OCH(Me)₂ SO₂Me —CH(Me)— 313 i-Pr H EtCl CH₂OCH(Me)₂ SO₂Me —CH(Me)— 314 Me H Me Me CH₂OEt SO₂Me —CH(Me)— 315Me H Me Me C(O)OMe SO₂Me —CH(Me)— 316 Me H Me Me CH₂OMe SO₂Me —CH(Me)—317 Me H Et Me CH₂OEt SO₂Me —CH(Me)— 318 Me H Et Me OCH₂CH₂OCH(Me)₂SO₂Me —CH(Me)— 319 Me Me Me Me OCH₂CH₂OMe SO₂Me —CH(Me)— 320 Me H i-PrMe OCH₂CH₂OMe SO₂Me —CH(Me)— 321 Et H Et Me C(O)OMe SO₂Me —CH(Me)— 322Et Me Et Me OCH₂CH₂OMe SO₂Me —CH(Me)— 323 n-Pr H Et Me OCH₂CH₂OMe SO₂Me—CH(Me)— 324 i-Pr H Me Me OCH₂CH₂OMe SO₂Me —CH(Me)—

EXAMPLE(S) Example 1

Upland field soil was put into a 1/1,000,000 hectare pot, and seeds ofvarious plants were sown. When the respective plants reachedpredetermined leaf stage, herbicidal compositions in predeterminedamounts were diluted with water in an amount corresponding to 300 L/haand applied for foliar treatment by a small sprayer.

On the 7 to 24 days after treatment, the state of growth of therespective plants was visually observed to determine the growthinhibition rate (measured value) in accordance with the followingevaluation standard. Further, in accordance with the above Colby'sformula, the growth inhibition rate (calculated value) was calculated.The results are shown in Tables 2-1 to 2-119. In Tables, with respect tothe compound Q, Compound Nos. in Table 1 are described, and with respectto other herbicidal compounds, common names are described.

Growth inhibition rate (%)=0: equivalent to the non-treated area to 100:complete kill

TABLE 2-1 [HYO 10] Growth inhibition rate (%) of crabgrass (3.5 to 4.3leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 1  5 78 — Nicosulfuron 10 30— NO. 1 + 5 + 10 85 84.6 nicosulfuron

TABLE 2-2 [HYO 11] Growth inhibition rate (%) of prickly sida (2.1 to3.1 leaf stage) Active ingredient (21 days after treatment) Compoundamount (g/ha) Measured value Calculated value NO. 1 50 45 — Nicosulfuron50 70 — 30 50 — 20 40 — 10 10 —  5 0 —  2.5 0 — NO. 1 + 50 + 50 85 84nicosulfuron 50 + 30 85 73 50 + 20 78 67 50 + 10 65 51 50 + 5 75 45 50 +2.5 65 45

TABLE 2-3 [HYO 12] Growth inhibition rate (%) of crabgrass (3.5 to 4.3leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 1  5 78 — Atrazine 175 0 —NO. 1 + 5 + 175 99 78 atrazine

TABLE 2-4 [HYO 13] Growth inhibition rate (%) of velvetleaf (3.0-3.8leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 1 5 88 — Atrazine 175 0 — NO.1 + 5 + 175 97 88 atrazine

TABLE 2-5 [HYO 14] Growth inhibition rate (%) of crabgrass (3.5 to 4.3leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 1  5 78 — Terbuthylazine 1750 — NO. 1 + 5 + 175 94 78 terbuthylazine

TABLE 2-6 [HYO 15] Growth inhibition rate (%) of velvetleaf (3.0-3.8leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 1  5 88 — Terbuthylazine 1750 — NO. 1 + 5 + 175 97 88 terbuthylazine

TABLE 2-7 [HYO 16] Growth inhibition rate (%) of crabgrass (3.5 to 4.3leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 1  5 78 — Acetochlor 400 0 —NO. 1 + 5 + 400 93 78 acetochlor

TABLE 2-8 [HYO 17] Growth inhibition rate (%) of velvetleaf (3.0-3.8leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 1  5 88 — Acetochlor 400 0 —NO. 1 + 5 + 400 95 88 acetochlor

TABLE 2-9 [HYO 18] Growth inhibition rate (%) of crabgrass (3.5 to 4.3leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 1  5 78 — S-Metolachlor 400 0— NO. 1 + 5 + 400 88 78 S-metolachlor

TABLE 2-10 [HYO 19] Growth inhibition rate (%) of velvetleaf (3.0-3.8leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 1  5 88 — S-Metolachlor 400 0— NO. 1 + 5 + 400 93 88 S-metolachlor

TABLE 2-11 [HYO 20] Growth inhibition rate (%) of crabgrass (4.5-5.1leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2  1.875 40 — Nicosulfuron 8094 — 20 50 — NO. 2 + 1.875 + 80 99 96 nicosulfuron 1.875 + 20 85 70

TABLE 2-12 [HYO 21] Growth inhibition rate (%) of velvetleaf (4.0-4.4leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2  7 80 — Nicosulfuron 10 40— NO. 2 + 7 + 10 95 88 nicosulfuron

TABLE 2-13 [HYO 22] Growth inhibition rate (%) of velvetleaf (4.0-4.5leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2  1.875 40 — Nicosulfuron 8083 — 60 70 — 40 65 — NO. 2 + 1.875 + 80 92 90 nicosulfuron 1.875 + 60 9382 1.875 + 40 80 79

TABLE 2-14 [HYO 23] Growth inhibition rate (%) of crabgrass (3.1-4.0leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2  15 85 — Atrazine 375 0 —NO 2 + 15 + 375 95 85 atrazine

TABLE 2-15 [HYO 24] Growth inhibition rate (%) of crabgrass (5.0-6.0leaf stage) (14 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 3.75 60 — Atrazine 2000 25— 1000 10 — 500 0 — NO. 2 + 3.75 + 2000 99 70 atrazine 3.75 + 1000 97 643.75 + 500  70 60

TABLE 2-16 [HYO 25] Growth inhibition rate (%) of velvetleaf (4.0-4.4leaf stage) (22 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 15 85 — Atrazine 375 25 —NO. 2 + 15 + 375 100 89 atrazine

TABLE 2-17 [HYO 26] Growth inhibition rate (%) of velvetleaf (4.6-5.3leaf stage) (14 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 1.875 65 — Atrazine 2000 70— 1000 60 — 500 45 — NO 2 + 1.875 + 2000 100 90 atrazine 1.875 + 1000100 86 1.875 + 500  100 81

TABLE 2-18 [HYO 27] Growth inhibition rate (%) of prickly sida (3.0-3.3leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 50 60 — Atrazine 250 65 —125 45 — 63 30 — NO. 2 + 50 + 250 100 86 atrazine 50 + 125 100 78 50 +63  100 72

TABLE 2-19 [HYO 28] Growth inhibition rate (%) of crabgrass Active(3.1-4.0 leaf stage) (22 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 2 15 85 —Terbuthylazine 375 0 — NO. 2 + 15 + 375 95 85 terbuthylazine

TABLE 2-20 [HYO 29] Growth inhibition rate (%) of velvetleaf Active(4.0-4.4 leaf stage) (22 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 2 7 80 —Terbuthylazine 175 15 — NO. 2 + 7 + 175 100 83 terbuthylazine

TABLE 2-21 [HYO 30] Growth inhibition rate (%) of velvetleaf Active(4.0-4.5 leaf stage) (21 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 2 3.75 55 —Terbuthylazine 2000 55 — 1000 45 — 500 30 — NO. 2 + 3.75 + 2000 100 80terbuthylazine 3.75 + 1000 100 75 3.75 + 500  100 69

TABLE 2-22 [HYO 31] Growth inhibition rate (%) of prickly sida (3.0-4.0leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 100 35 — Terbuthylazine 25020 — 125 0 — 63 0 — NO. 2 + 100 + 250 85 48 terbuthylazine 100 + 125 8335 100 + 63  55 35

TABLE 2-23 [HYO 32] Growth inhibition rate (%) of prickly sida Active(3.0-3.3 leaf stage) (14 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 2 75 65 — Acetochlor800 30 — 400 10 — 200 0 — 100 0 — NO. 2 + 75 + 800 80 76 acetochlor 75 +400 83 69 75 + 200 70 65 75 + 100 80 65

TABLE 2-24 [HYO 33] Growth inhibition rate (%) of crabgrass Active(5.0-6.0 leaf stage) (14 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 2 3.75 60 —S-Metolachlor 800 0 — NO. 2 + 3.75 + 800 65 60 S-metolachlor

TABLE 2-25 [HYO 34] Growth inhibition rate (%) of velvetleaf Active(4.6-5.3 leaf stage) (14 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 2 15 88 —S-Metolachlor 1200 0 — NO. 2 + 15 + 1200 95 88 S-metolachlor

TABLE 2-26 [HYO 35] Growth inhibition rate (%) Active of prickly sida(3.0-3.3 leaf stage) ingredient (21 days after treatment) Compoundamount (g/ha) Measured value Calculated value NO. 2 100 88 —S-Metolachlor 800 20 — NO. 2 + 100 + 800 100 90 S-metolachlor

TABLE 2-27 [HYO 36] Active Growth inhibition rate (%) of ingredientcrabgrass (3.1-4.0 leaf stage) amount (22 days after treatment) Compound(g/ha) Measured value Calculated value NO. 2 7 68 — Bromoxynil-octanoate77 0 — NO. 2 + 7 + 77 75 68 bromoxynil-octanoate

TABLE 2-28 [HYO 37] Active Growth inhibition rate (%) of ingredientvelvetleaf (4.0-4.3 leaf stage) amount (22 days after treatment)Compound (g/ha) Measured value Calculated value NO. 2 3.75 0 —Bromoxynil-octanoate 100 25 — NO. 2 + 3.75 + 100 100 25bromoxynil-octanoate

TABLE 2-29 [HYO 38] Active Growth inhibition rate (%) of ingredientpricky sida (3.0-3.3 leaf stage) amount (22 days after treatment)Compound (g/ha) Measured value Calculated value NO. 2 100 65 —Bromoxynil-octanoate 100 50 — 50 50 — 25 40 — NO. 2 +  100 + 100 100 80bromoxynil-octanoate 100 + 50 100 80 100 + 25 94 76

TABLE 2-30 [HYO 39] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 53 — Clopyralid 300 0 —NO. 2 + 7 + 300 83 53 clopyralid

TABLE 2-31 [HYO 40] Growth inhibition rate (%) of velvetleaf (4.1-4.5leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 60 — Clopyralid 300 40 —NO. 2 + 7 + 300 88 76 clopyralid

TABLE 2-32 [HYO 41] Growth inhibition rate (%) of velvetleaf (3.5 to 4.3leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 95 — Linuron 250 85 — NO.2 + 7 + 250 100 99.3 lunuron

TABLE 2-33 [HYO 42] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 53 — Prosulfuron 5 0 —NO. 2 + 7 + 5 89 53 prosulfuron

TABLE 2-34 [HYO 43] Growth inhibition rate (%) of velvetleaf (4.1-4.5leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 60 — Prosulfuron 5 90 —NO. 2 + 7 + 5 99 96 prosulfuron

TABLE 2-35 [HYO 44] Growth inhibition rate (%) of velvetleaf (3.5-4.3leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 95 — 2,4-D ethyl 100 80 —NO. 2 + 7 + 100 100 99 2,4-D ethyl

TABLE 2-36 [HYO 45] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 53 — Pyridate 200 0 — NO.2 + 7 + 200 97 53 pyridate

TABLE 2-37 [HYO 46] Growth inhibition rate (%) of velvetleaf (4.1-4.5leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 70 — Pyridate 200 30 —NO. 2 + 7 + 200 90 79 pyridate

TABLE 2-38 [HYO 47] Growth inhibition rate (%) of crabgrass (4.4-5.0leaf stage) Active ingredient (13 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 5 65 — Dicamba 100 0 — NO.2 + 5 + 100 70 65 dicamba

TABLE 2-39 [HYO 48] Growth inhibition rate (%) of velvetleaf (3.3-4.2leaf stage) Active ingredient (13 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 5 70 — Dicamba 100 35 — NO.2 + 5 + 100 90 81 dicamba

TABLE 2-40 [HYO 49] Growth inhibition rate (%) of velvetleaf (3.5 to 4.3leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 15 97 — Glyphosate- 100 30— ammonium NO. 2 + 15 + 100 99 98 glyphosate- ammonium

TABLE 2-41 [HYO 50] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 53 — Glufosinate- 100 0 —ammonium NO. 2 + 7 + 100 80 53 glufosinate- ammonium

TABLE 2-42 [HYO 51] Growth inhibition rate (%) of velvetleaf (4.1-4.5leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 60 — Glufosinate 200 10 —-ammonium NO. 2 + 7 + 200 88 64 glufosinate- ammonium

TABLE 2-43 [HYO 52] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 53 — Bentazone- 200 0 —sodium NO. 2 + 7 + 200 80 53 bentazone- sodium

TABLE 2-44 [HYO 53] Growth inhibition rate (%) of velvetleaf (4.1-4.5leaf stage) Active ingredient (22 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2 7 60 — Bentazone- 100 0 —sodium NO. 2 + 7 + 100 100 60 bentazone- sodium

TABLE 2-45 [HYO 54] Growth inhibition rate (%) of crabgrass (4.4-5.0leaf stage) Active ingredient (13 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2  5 65 — Pethoxamid 200 0 —NO. 2 + 5 + 200 70 65 pethoxamid

TABLE 2-46 [HYO 55] Growth inhibition rate (%) of velvetleat (3.3-4.2leaf stage) Active ingredient (13 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2  5 70 — Pethoxamid 200 0 —NO. 2 + 5 + 200 90 70 pethoxamid

TABLE 2-47 [HYO 56] Growth inhibition rate (%) of velvetleaf (3.3-4.2leaf stage) Active ingredient (13 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2  5 70 — Pendimethalin 10025 — NO. 2 + 5 + 100 90 78 pendimethalin

TABLE 2-48 [HYO 57] Growth inhibition rate (%) of crabgrass (4.4-5.0leaf stage) Active ingredient (13 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2  5 65 — Pyroxasulfone 50 0— NO. 2 + 5 + 50 70 65 pyroxasulfone

TABLE 2-49 [HYO 58] Growth inhibition rate (%) of velvetleaf (3.3-4.2leaf stage) Active ingredient (13 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 2  5 70 — Pyroxasulfone 50 5— NO. 2 + 5 + 50 93 70 pyroxasulfone

TABLE 2-50 [HYO 59] Growth inhibition rate (%) of crabgrass (3.5-4.3leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 5 88 — Nicosulfuron 5 15 —NO. 3 + 5 + 5 92 90 nicosulfuron

TABLE 2-51 [HYO 60] Growth inhibition rate (%) of velvetleaf (3.1-3.4leaf stage) Active ingredient (20 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 5 88 — Nicosulfuron 5 10 —NO. 3 + 5 + 5 94 89 nicosulfuron

TABLE 2-52 [HYO 61] Growth inhibition rate (%) of prickly sida (1.54-2.4leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 50 50 — Nicosulfuron 15 45— NO. 3 + 50 + 15 75 73 nicosulfuron

TABLE 2-53 [HYO 62] Growth inhibition rate (%) of days after treatment(4.0-5.0 leaf Active ingredient stage) (21 days after treatment)Compound amount (g/ha) Measured value Calculated value No. 3  7 40 —Atrazine 125 0 — NO. 3 + 7 + 125 100 40 atrazine

TABLE 2-54 [HYO 63] Growth inhibition rate (%) of crabgrass (3.5 to 4.3leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3  5 88 — Terbuthylazine 30025 — NO. 3 + 5 + 300 99 91 terbuthylazine

TABLE 2-55 [HYO 64] Growth inhibition rate (%) of velvetleaf (3.1-3.4leaf stage) Active ingredient (20 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3  5 88 — Terbuthylazine 30050 — NO. 3 + 5 + 300 100 94 terbuthylazine

TABLE 2-56 [HYO 65] Growth inhibition rate (%) of prickly side (1.5-2.4leaf stage) Active ingredient (20 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3  50 50 — Terbuthylazine 10055 — NO. 3 + 50 + 100 95 78 terbuthylazine

TABLE 2-57 [HYO 66] Growth inhibition rate (%) of days after treatment(4.0-5.0 leaf stage) Active ingredient (21 days after treatment)Compound amount (g/ha) Measured value Calculated value NO. 3  7 40 —Terbuthylazine 125 0 — NO. 3 + 7 + 125 98 40 terbuthylazine

TABLE 2-58 [HYO 67] Growth inhibition rate (%) of crabgrass (4.0-5.1leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3  7 80 — Aetochlor 150 0 —NO. 3 + 7 + 150 88 80 acetochlor

TABLE 2-59 [HYO 68] Growth inhibition rate (%) of velvetleaf (3.1-3.4leaf stage) Active ingredient (20 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3  5 88 — Aetochlor 300 0 —NO. 3 + 5 + 300 90 88 acetochlor

TABLE 2-60 [HYO 69] Growth inhibition rate (%) of crabgrass (4.0-5.1leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 15 90 — S-Metolachlor 300 0— NO. 3 + 15 + 300 99 90 S-metolachlor

TABLE 2-61 [HYO 70] Growth inhibition rate (%) of velvetleaf (3.0-3.5leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 15 80 — S-Metolachlor 300 0— NO. 3 + 15 + 300 97 80 S-metolachlor

TABLE 2-62 [HYO 71] Growth inhibition rate (%) of crabgrass (4.0-5.1leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 7 80 — Bromoxynil- 63 0 —octanoate NO. 3 + 7 + 63 93 80 bromoxynil- octanoate

TABLE 2-63 [HYO 72] Growth inhibition rate (%) of velvetleaf (3.0-3.5leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 7 60 — Bromoxynil- 63 10 —octanoate NO. 3 + 7 + 63 100 64 bromoxynil- octanoate

TABLE 2-64 [HYO 73] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (16 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 7 75 — Carfentrazone 15 0 —-ethyl NO. 3 + 7 + 15 100 75 carfentrazone- ethyl

TABLE 2-65 [HYO 74] Growth inhibition rate (%) of velvetleaf (3.0-3.5leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 7 60 — Carfentrazone- 7 99— ethyl NO. 3 + 7 + 7 100 99.6 carfentrazone- ethyl

TABLE 2-66 [HYO 75] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 7 80 — Pyroxasulfone 50 10— NO. 3 + 7 + 50 95 82 pyroxasulfone

TABLE 2-67 [HYO 76] Growth inhibition rate (%) of velvetleaf (3.0-3.5leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 15 80 — Pyroxasulfone 50 0— NO. 3 + 15 + 50 97 80 pyroxasulfone

TABLE 2-68 [HYO 77] Growth inhibition rate (%) of velvetleaf (3.5-4.3leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 3.5 60 — Rimsulfuron 20 99— NO. 3 + 3.5 + 20 100 99.6 rimsulfuron

TABLE 2-69 [HYO 78] Growth inhibition rate (%) of velvetleaf (3.0-3.5leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 3.5 60 — Prosulfuron 10 100— NO. 3 + 3.5 + 10 100 100 prosulfuron

TABLE 2-70 [HYO 79] Growth inhibition rate (%) of crabgrass (5.0-5.5leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 3.5 65 — Alachlor 300 10 —NO. 3 + 3.5 + 300 75 69 alachlor

TABLE 2-71 [HYO 80] Growth inhibition rate (%) of velvetleaf (3.8-4.4leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 15 80 — Alachlor 300 0 —NO. 3 + 15 + 300 90 80 alachlor

TABLE 2-72 [HYO 81] Growth inhibition rate (%) of crabgrass (5.0-5.5leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 7 70 — Glyphosate- 100 10 —ammonium NO. 3 + 7 + 100 95 73 glyphosate- ammonium

TABLE 2-73 [HYO 82] Growth inhibition rate (%) of velvetleaf(3.5-4.3leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 3.5 60 — Glyphosate- 200 15— ammonium NO. 3 + 3.5 + 200 73 66 glyphosate- ammonium

TABLE 2-74 [HYO 83] Growth inhibition rate (%) of crabgrass (5.0-5.5leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 7 70 — Dicamba 200 0 — NO.3 + 7 + 200 75 70 dicamba

TABLE 2-75 [HYO 84] Growth inhibition rate (%) of velvetleaf (3.5-4.3leaf stage) (21 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 3 7 65 — Dicamba 100 55 — NO.3 + 7 + 100 95 84 dicamba

TABLE 2-76 [HYO 85] Growth inhibition rate (%) of days after treatment(4.0-5.0 leaf stage) Active ingredient (14 days after treatment)Compound amount (g/ha) Measured value Calculated value NO. 3 7 50 —Dicamba 200 0 — NO. 3 + 7 + 200 70 50 dicamba

TABLE 2-77 [HYO 86] Growth inhibition rate (%) of velvetleaf (3.8-4.4leaf stage) (21 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 15 75 — Nicosulfuron 7 30 —NO. 4 + 15 + 7 97 83 nicosulfuron

TABLE 2-78 [HYO 87] Growth inhibition rate (%) of velvetleaf (3.3-3.8leaf stage) (22 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 15 89 — Nicosulfuron 30 70— 15 60 — 7 45 — 3.5 40 — NO. 4 + 15 + 30 98 97 nicosulfuron 15 + 15 9996 15 + 7  97 94  15 + 3.5 99 93

TABLE 2-79 [HYO 88] Growth inhibition rate (%) of prickly sida Active(1.5-2.4 leaf stage) (20 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4 75 55 — Nicosulfuron15 45 — NO. 4 + 75 + 15 83 75 nicosulfuron

TABLE 2-80 [HYO 89] Growth inhibition rate (%) of crabgrass (4.0-4.5leaf stage) (14 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 15 70 — Atrazine 800 40 —400 30 — 50 20 — NO. 4 + 15 + 800 85 82 atrazine 15 + 400 83 79 15 + 50 80 76

TABLE 2-81 [HYO 90] Growth inhibition rate (%) of velvetleaf (3.1-3.5leaf stage) (20 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 3.5 68 — Atrazine 800 100 —600 80 — 400 40 — 200 35 00 100 30 — 50 30 NO. 4 + 3.5 + 800 100 100 atrazine 3.5 + 600 100 94 3.5 + 400 100 81 3.5 + 200 93 79 3.5 + 100 10078 3.5 + 50  100 78

TABLE 2-82 [HYO 91] Growth inhibition rate (%) of days after treatment(4.0-5.0 leaf stage) Active ingredient (8 days after treatment) Compoundamount (g/ha) Measured value Calculated value No. 4 7 65 — Atrazine 25010 — NO. 4 + 7 + 250 95 69 atrazine

TABLE 2-83 [HYO 92] Growth inhibition rate (%) of crabgrass Active(3.5-4.3 leaf stage) (14 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4 5 90 —Terbuthylazine 300 25 — NO. 4 + 5 + 300 99 93 terbuthylazine

TABLE 2-84 [HYO 93] Growth inhibition rate (%) of velvetleaf Active(3.1-3.4 leaf stage) (21 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4 5 94 —Terbuthylazine 300 50 — NO. 4 + 5 + 300 100 97 terbuthylazine

TABLE 2-85 [HYO 94] Growth inhibition rate (%) of prickly Active sida(1.5-2.4 leaf stage) (20 days after ingredient treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4 75 55 —Terbuthylazine 100 55 — NO. 4 + 75 + 100 93 80 terbuthylazine

TABLE 2-86 [HYO 95] Growth inhibition rate (%) of days after Activetreatment (4.0-5.0 leaf stage) ingredient (8 days after treatment)Compound amount (g/ha) Measured value Calculated value NO. 4 7 65 —Terbuthylazine 250 10 — NO. 4 + 7 + 250 100 69 terbuthylazine

TABLE 2-87 [HYO 96] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) (14 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 7 60 — Acetochlor 150 0 —NO. 4 + 7 + 150 75 60 acetochlor

TABLE 2-88 [HYO 97] Growth inhibition rate (%) of crabgrass (3.5-5.0leaf stage) Active ingredient (7 days after treatment) Compound amount(g/ha) Measured value Calculated value NO.4 3.5 65 — Acetochlor 750 10 —500 0 — 250 0 — 125 0 — 63 0 — NO. 4 + 3.5 + 750 73 69 acetochlor 3.5 +500 70 65 3.5 + 250 70 65 3.5 + 125 70 65 3.5 + 63  70 65

TABLE 2-89 [HYO 98] Growth inhibition rate (%) of velvetleaf (3.0-4.0leaf stage) (14 days after Active ingredient treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 7 70 — Acetochlor 150 0 —NO. 4 + 7 + 150 78 70 acetochlor

TABLE 2-90 [HYO 99] Growth inhibition rate (%) of velvetleaf (2.3-3.5leaf stage) Active ingredient (7 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 3.5 70 — Acetochlor 750 0 —500 10 — 250 0 — 125 0 — 63 0 — NO. 4 + 3.5 + 750 73 70 acetochlor 3.5 +250 73 70 3.5 + 63  73 70

TABLE 2-91 [HYO 100] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 7 60 — S-Metolachlor 150 0— NO. 4 + 7 + 150 70 60 S-metolachlor

TABLE 2-92 [HYO 101] Growth inhibition rate (%) of velvetleaf (3.0-4.0leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 15 73 — 150  0 0 — NO. 4 +15 + 150 83 73 S-metolachlor

TABLE 2-93 [HYO 102] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 60 — Bromoxynil- 63 0 —octanoate NO. 4 + 7 + 63 80 60 Bromoxynil- octanoate

TABLE 2-94 [HYO 103] Growth inhibition rate (%) of velvetleaf (3.2-4.1leaf stage) Active ingredient (24 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 60 — Bromoxynil- 200 100— octanoate NO. 4 + 7 + 200 100 100 Bromoxynil- octanoate

TABLE 2-95 [HYO 104] Growth inhibition rate (%) of Active crabgrass(4.0-5.0 leaf stage) ingredient (14 days after treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4  7 60 —Carfentrazone-ethyl 15 5 — NO. 4 + 7 + 15 70 62 carfentrazone-ethyl

TABLE 2-96 [HYO 105] Growth inhibition rate (%) of Active velvetleaf(3.0-4.0 leaf stage) ingredient (14 days after treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4 15 80 —Carfentrazone-ethyl 15 98 — NO. 4 + 15 + 15 100 99.6 carfentrazone-ethyl

TABLE 2-97 [HYO 106] Growth inhibition rate (%) of crabgrass (4.0-5.0leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 60 — Pyroxasulfone 100 5— NO. 4 + 7 + 1-- 75 62 pyroxasulfone

TABLE 2-98 [HYO 107] Growth inhibition rate (%) of velvetleaf (3.0-4.0leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 15 73 — Pyroxasulfone 50 0— NO. 4 + 15 + 50 89 73 pyroxasulfone

TABLE 2-99 [HYO 108] Growth inhibition rate (%) of crabgrass (4.0-5.1leaf stage) Active ingredient (23 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 80 — Flufenacet 300 0 —NO. 4 + 7 + 300 95 80 flufenacet

TABLE 2-100 [HYO 109] Growth inhibition rate (%) of velvetleaf (3.0 to3.5 leaf stage) Active ingredient (23 days after treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4  15 93 — Flufenacet300 0 — NO. 4 + 15 + 300 98 93 flufenacet

TABLE 2-101 [HYO 110] Growth inhibition rate (%) of crabgrass (4.0-5.1leaf stage) Active ingredient (23 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  15 85 — Clopyralid 300 0 —NO. 4 + 15 + 300 98 85 clopyralid

TABLE 2-102 [HYO 111] Growth inhibition rate (%) of velvetleaf (3.0-3.5leaf stage) Active ingredient (23 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 75 — Clopyralid 300 35 —NO. 4 + 7 + 300 98 84 clopyralid

TABLE 2-103 [HYO 112] Growth inhibition rate (%) of Active crabgrass(4.0-5.1 leaf stage) ingredient (23 days after treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4  15 85 —Bentazone-sodium 200 0 — NO. 4 + 15 + 2-- 90 85 bentazone-sodium

TABLE 2-104 [HYO 113] Growth inhibition rate (%) of Active velvetleaf(3.0-3.5 leaf stage) ingredient (23 days after treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4  7 75 —Bentazone-sodium 200 30 — NO. 4 + 7 + 200 99 83 bentazone-sodium

TABLE 2-105 [HYO 114] Growth inhibition rate (%) of crabgrass (5.0-5.5leaf stage) Active ingredient (14 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 75 — Linuron 250 30 —NO. 4 + 7 + 250 90 83 linuron

TABLE 2-106 [HYO 115] Growth inhibition rate (%) of velvetleaf (3.2-4.1leaf stage) Active ingredient (24 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 60 — Linuron 250 40 —NO. 4 + 7 + 250 100 76 bentazone-sodium

TABLE 2-107 [HYO 116] Growth inhibition rate (%) of crabgrass (4.0-5.1leaf stage) Active ingredient (23 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 80 — Rimsulfuron 15 98 —NO. 4 + 7 + 15 100 99.6 rimsulfuron

TABLE 2-108 [HYO 117] Growth inhibition rate (%) of velvetleaf (3.0-3.5leaf stage) Active ingredient (23 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 75 — Rimsulfuron 15 70 —NO. 4 + 7 + 15 99 93 rimsulfuron

TABLE 2-109 [HYO 118] Growth inhibition rate (%) of crabgrass (4.0-5.1leaf stage) Active ingredient (23 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 15 85 — Prosulfuron 10 0 —NO. 4 + 15 + 10 90 85 prosulfuron

TABLE 2-110 [HYO 119] Growth inhibition rate (%) of Active crabgrass(5.0-5.5 leaf stage) ingredient (14 days after treatment) Compoundamount (g/ha) Measured value Calculated value NO. 4 3.5 60 —Halofulfuron-methyl 20 0 — NO. 4 + 3.5 + 20 65 60 halosulfuron-methyl

TABLE 2-111 [HYO 120] Active Growth inhibition rate (%) of daysingredient after treatment (4.0-5.0 leaf stage) amount (21 days aftertreatment) Compound (g/ha) Measured value Calculated value NO. 4 7 60 —Thifensulfuron-methyl 5 0 — NO. 4 + 7 + 5 75 60 thifensulfuron-methyl

TABLE 2-112 [HYO 121] Active Growth inhibition rate (%) of giantingredient foxtail (4.0-5.0 leaf stage) amount (14 days after treatment)Compound (g/ha) Measured value Calculated value NO. 4 7 75 —Thifensulfuron-methyl 5 0 — NO. 4 + 7 + 5 80 75 thifensulfuron-methyl

TABLE 2-113 [HYO 122] Growth inhibition rate (%) of velvetleaf (4.0-4.3leaf stage) Active ingredient (21 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 3.5 40 — 2,4-D ethyl 125 85— NO. 4 + 3.5 + 125 100 91 2,4-D ethyl

TABLE 2-114 [HYO 123] Active Growth inhibition rate (%) of ingredientvelvetleaf (3.2-4.1 leaf stage) amount (24 days after treatment)Compound (g/ha) Measured value Calculated value NO. 4  7 60 —Glufosinate-ammonium 200 30 — NO. 4 + 7 + 200 93 72 glufosinate-ammonium

TABLE 2-115 [HYO 124] Growth inhibition rate (%) of velvetleaf (3.2-4.1leaf stage) Active ingredient (24 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4  7 60 — Mesotrione 15 88 —NO. 4 + 7 + 15 99 95 mesotrione

TABLE 2-116 [HYO 125] Growth inhibition rate (%) of days after treatment(4.0-5.0 leaf stage) Active ingredient (21 days after treatment)Compound amount (g/ha) Measured value Calculated value NO. 4 3.5 40 —Mesotrione 15 5 — NO. 4 + 3.5_15 50 43 mesotrione

TABLE 2-117 [HYO 126] Growth inhibition rate (%) of velvetleaf (3.2-4.1leaf stage) Active ingredient (24 days after treatment) Compound amount(g/ha) Measured value Calculated value NO. 4 15 93 — Sulcotrione 31 60 —NO. 4 + 15 + 31 99 97 sulcotrione

TABLE 2-118 [HYO 127] Growth inhibition rate (%) of days after treatment(4.0-5.0 leaf stage) Active ingredient (21 days after treatment)Compound amount (g/ha) Measured value Calculated value NO. 4  7 60 —Pyridate 100 0 — NO. 4 + 7 + 100 93 60 pyridate

TABLE 2-119 [HYO 128] Growth inhibition rate (%) of fiant foxtail(4.0-5.0 leaf stage) Active ingredient (14 days after treatment)Compound amount (g/ha) Measured value Calculated value NO. 4  7 75 —Pyridate 100 0 — NO. 4 + 7 + 100 80 75 pyridate

1-8. (canceled)
 9. A herbicidal composition, comprising, as activeingredients: a herbicidal benzoylpyrazole compound1-(1-ethyl-4-(3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoyl)-1H-pyrazol-5-yloxy)ethylmethyl carbonate or its salt, and at least one other herbicidal compoundselected from the group consisting naproanilide, clomeprop, dichlobenil,naptalam, naptalam-sodium, benazolin, benazolin-ethyl, quinclorac,quinmerac, diflufenzopyr, diflufenzopyr-sodium, chlorflurenol,chlorflurenol-methyl, metobenzuron, tebuthiuron, dimefuron, isouron,karbutilate, methabenzthiazuron, terbumeton, trietazine, hexazinone,metribuzin, cyanazine, cybutryne, triaziflam, indaziflam, metamitron,bromacil, bromacyl-lithium, lenacil, terbacil, propanil, cypromid, swep,desmedipham, phenmedipham, methazole, pentanochlor, nitrofen,chlomethoxyfen, bifenox, acifluorfen, acifluorfen-sodium, fomesafen,fomesafen-sodium, oxyfluorfen, lactofen, aclonifen, ethoxyfen-ethyl(HC-252), fluoroglycofen-ethyl, fluoroglycofen, chlorphthalim,cinidon-ethyl, oxadiargyl, oxadiazon, thidiazimin, pentoxazone,azafenidin, isopropazole, benzfendizone, flupoxam, fluazolate,profluazol, pyraclonil, flufenpyr-ethyl, bencarbazone, norflurazon,chloridazon, metflurazon, pyrazolynate, pyrazoxyfen, benzofenap,topramezone, pyrasulfotole, fluridone, flurtamone, diflufenican,methoxyphenone, clomazone, bicyclopyrone, difenzoquat,difenzoquat-metilsulfate, isoxachlortole, benzobicyclon, picolinafen,beflubutamid, pyriphenop-sodium, quizalofop-ethyl, quizalofop-P,quizalofop-P-ethyl, quizalofop-P-tefuryl, cyhalofop-butyl,fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, metamifop-propyl,metamifop, propaquizafop, alloxydim-sodium, alloxydim, clethodim,sethoxydim, tralkoxydim, butroxydim, tepraloxydim, profoxydim,cycloxydim, flamprop-M-methyl, flamprop-M, flamprop-M-isopropyl,chlorimuron-ethyl, chlorimuron, sulfometuron-methyl, sulfometuron,primisulfuron-methyl, primisulfuron, bensulfuron-methyl, bensulfuron,azimsulfuron, imazosulfuron, cyclosulfamuron, ethoxysulfuron,oxasulfuron, sulfosulfuron, foramsulfuron, mesosulfuron-methyl,mesosulfuron, orthosulfamuron, amidosulfuron, propyrisulfuron (TH-547),metazosulfuron, penoxsulam, pyroxsulam, imazaquin, imazaquin-ammonium,imazamethabenz, imazamethabenz-methyl, pyrithiobac-sodium,bispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyriftalid,pyrimisulfan, flucarbazone, flucarbazone-sodium,propoxycarbazone-sodium, propoxycarbazone, bilanafos, bilanafos-sodium,cinmethylin, oryzalin, nitralin, bensulide, napropamide, propyzamide,pronamide, amiprofos-methyl, butamifos, anilofos, piperophos, propham,chlorpropham, barban, carbetamide, daimuron, cumyluron, bromobutide,methyldymron, asulam, asulam-sodium, dithiopyr, thiazopyr,chlorthal-dimethyl, chlorthal, diphenamid, metazachlor, thenylchlor,molinate, dimepiperate, pyributicarb, EPTC, butylate, vernolate,pebulate, cycloate, prosulfocarb, esprocarb, thiobencarb, diallate,tri-allate, orbencarb, etobenzanid, mefenacet, tridiphane, cafenstrole,fentrazamide, oxaziclomefone, indanofan, benfuresate, fenoxasulfone,dalapon, dalapon-sodium, TCA-sodium, trichloroacetic acid, MSMA, DSMA,CMA, endothall, endothall-dipotassium, endothall-sodium,endothall-mono(N,N-dimethylalkylammonium), ethofumesate, sodiumchlorate, pelargonic acid (nonanoic acid), fosamine, fosamine-ammonium,ipfencarbazone (HOK-201), aminocyclopyrachlor,aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium, aclolein,ammonium sulfamate, borax, chloroacetic acid, sodium chloroacete,cyanamide, methylarsonic acid, dimethylarsinic acid, sodiumdimethylarsinate, dinoterb, dinoterb-ammonium, dinoterb-diolamine,dinoterb-acetate, DNOC, ferrous sulfate, flupropanate,flupropanate-sodium, isoxaben, mefluidide, mefluidide-diolamine, metam,metam-ammonium, metam-potassium, metam-sodium, methyl isothiocyanate,pentachlorophenol, sodium pentachlorophenoxide, pentachlorophenollaurate, quinoclamine, sulfuric acid, or urea sulfate.
 10. Theherbicidal composition according to claim 9, wherein the at least oneother herbicidal compound is at least one compound selected from thegroup consisting of naptalam, naptalam-sodium, benazolin,benazolin-ethyl, quinclorac, quinmerac, diflufenzopyr,diflufenzopyr-sodium, chlorflurenol, chlorflurenol-methyl, methazole,pentanochlor, thidiazimin, pentoxazone, azafenidin, isopropazole,benzfendizone, flupoxam, fluazolate, profluazol, pyraclonil,flufenpyr-ethyl, bencarbazone, fluridone, flurtamone, diflufenican,methoxyphenone, clomazone, bicyclopyrone, difenzoquat,difenzoquat-metilsulfate, isoxachlortole, benzobicyclon, picolinafen,beflubutamid, flamprop-M-methyl, flamprop-M-isopropyl, bilanafos,bilanafos-sodium, cinmethylin, asulam, asulam-sodium, dithiopyr,thiazopyr, chlorthal, chlorthal-dimethyl, diphenamid, etobenzanid,mefenacet, tridiphane, cafenstrole, fentrazamide, oxaziclomefone,indanofan, benfuresate, fenoxasulfone, dalapon, dalapon-sodium,TCA-sodium, trichloroacetic acid, MSMA, DSMA, CMA, endothall,endothall-dipotassium, endothall-sodium,endothall-mono(N,N-dimethylalkylammonium), ethofumesate, sodiumchlorate, pelargonic acid, fosamine, fosamine-ammonium, ipfencarbazone,aminocyclopyrachlor, aminocyclopyrachlor-methyl,aminocyclopyrachlor-potassium, aclolein, ammonium sulfamate, borax,chloroacetic acid, sodium chloroacete, cyanamide, methylarsonic acid,dimethylarsinic acid, sodium dimethylarsinate, dinoterb,dinoterb-ammonium, dinoterb-diolamine, dinoterb-acetate, DNOC, ferroussulfate, flupropanate, flupropanate-sodium, isoxaben, mefluidide,mefluidide-diolamine, metam, metam-ammonium, metam-potassium,metam-sodium, methyl isothiocyanate, pentachlorophenol, sodiumpentachlorophenoxide, pentachlorophenol laurate, quinoclamine, sulfuricacid, and urea sulfate.
 11. The herbicidal composition according toclaim 9, wherein the at least one other herbicidal compound is at leastone compound selected from the group consisting of naptalam,naptalam-sodium, benazolin, benazolin-ethyl, quinclorac, quinmerac,diflufenzopyr, diflufenzopyr-sodium, chlorflurenol,chlorflurenol-methyl, methazole, pentanochlor, thidiazimin, pentoxazone,azafenidin, isopropazole, benzfendizone, flupoxam, fluazolate,profluazol, pyraclonil, flufenpyr-ethyl, bencarbazone, fluridone,flurtamone, diflufenican, methoxyphenone, clomazone, difenzoquat,difenzoquat-metilsulfate, isoxachlortole, benzobicyclon, picolinafen,beflubutamid, flamprop-M-methyl, flamprop-M-isopropyl, bilanafos,bilanafos-sodium, cinmethylin, asulam, asulam-sodium, dithiopyr,thiazopyr, chlorthal, chlorthal-dimethyl, diphenamid, etobenzanid,mefenacet, tridiphane, cafenstrole, fentrazamide, oxaziclomefone,indanofan, benfuresate, dalapon, dalapon-sodium, TCA-sodium,trichloroacetic acid, MSMA, DSMA, CMA, endothall, endothall-dipotassium,endothall-sodium, endothall-mono(N,N-dimethylalkylammonium),ethofumesate, sodium chlorate, pelargonic acid, fosamine,fosamine-ammonium, ipfencarbazone, aclolein, ammonium sulfamate, borax,chloroacetic acid, sodium chloroacete, cyanamide, methylarsonic acid,dimethylarsinic acid, sodium dimethylarsinate, dinoterb,dinoterb-ammonium, dinoterb-diolamine, dinoterb-acetate, DNOC, ferroussulfate, flupropanate, flupropanate-sodium, isoxaben, mefluidide,mefluidide-diolamine, metam, metam-ammonium, metam-potassium,metam-sodium, methyl isothiocyanate, pentachlorophenol, sodiumpentachlorophenoxide, pentachlorophenol laurate, quinoclamine, sulfuricacid, and urea sulfate.
 12. The herbicidal composition according toclaim 9, wherein a mixing ratio of the herbicidal benzopyrazole compoundor its salt to the at least one other herbicidal compound is from 1:1500to 100:1 by weight.
 13. The herbicidal composition according to claim12, wherein the mixing ratio is from 1:1200 to 30:1 by weight.
 14. Amethod for controlling undesired plants, the method comprising: applyingan herbicidally effective amount of the herbicidal composition of claim9 to an undesired plant in need thereof of or to a place where anundesired plant in need thereof grows.
 15. The method of claim 14,further comprising: applying at least one selected from the groupconsisting of a fungicide, an antibiotic, a plant hormone, and aninsecticide to the undesired plant or to the place where the undesiredplant grows.
 16. A method for controlling undesired plants, the methodcomprising: applying an herbicidally effective amount of1-(1-ethyl-4-(3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoyl)-1H-pyrazol-5-yloxy)ethylmethyl carbonate or its salt as an herbicidal benzoylpyrazole compoundand at least one other herbicidal compound to an undesired plant in needthereof or to a place where an undesired plant in need thereof grows,wherein the at least one other herbicidal compound is selected from thegroup consisting of naproanilide, clomeprop, dichlobenil, naptalam,naptalam-sodium, benazolin, benazolin-ethyl, quinclorac, quinmerac,diflufenzopyr, diflufenzopyr-sodium, chlorflurenol,chlorflurenol-methyl, metobenzuron, tebuthiuron, dimefuron, isouron,karbutilate, methabenzthiazuron, terbumeton, trietazine, hexazinone,metribuzin, cyanazine, cybutryne, triaziflam, indaziflam, metamitron,bromacil, bromacyl-lithium, lenacil, terbacil, propanil, cypromid, swep,desmedipham, phenmedipham, methazole, pentanochlor, nitrofen,chlomethoxyfen, bifenox, acifluorfen, acifluorfen-sodium, fomesafen,fomesafen-sodium, oxyfluorfen, lactofen, aclonifen, ethoxyfen-ethyl(HC-252), fluoroglycofen-ethyl, fluoroglycofen, chlorphthalim,cinidon-ethyl, oxadiargyl, oxadiazon, thidiazimin, pentoxazone,azafenidin, isopropazole, benzfendizone, flupoxam, fluazolate,profluazol, pyraclonil, flufenpyr-ethyl, bencarbazone, norflurazon,chloridazon, metflurazon, pyrazolynate, pyrazoxyfen, benzofenap,topramezone, pyrasulfotole, fluridone, flurtamone, diflufenican,methoxyphenone, clomazone, bicyclopyrone, difenzoquat,difenzoquat-metilsulfate, isoxachlortole, benzobicyclon, picolinafen,beflubutamid, pyriphenop-sodium, quizalofop-ethyl, quizalofop-P,quizalofop-P-ethyl, quizalofop-P-tefuryl, cyhalofop-butyl,fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, metamifop-propyl,metamifop, propaquizafop, alloxydim-sodium, alloxydim, clethodim,sethoxydim, tralkoxydim, butroxydim, tepraloxydim, profoxydim,cycloxydim, flamprop-M-methyl, flamprop-M, flamprop-M-isopropyl,chlorimuron-ethyl, chlorimuron, sulfometuron-methyl, sulfometuron,primisulfuron-methyl, primisulfuron, bensulfuron-methyl, bensulfuron,azimsulfuron, imazosulfuron, cyclosulfamuron, ethoxysulfuron,oxasulfuron, sulfosulfuron, foramsulfuron, mesosulfuron-methyl,mesosulfuron, orthosulfamuron, amidosulfuron, propyrisulfuron (TH-547),metazosulfuron, penoxsulam, pyroxsulam, imazaquin, imazaquin-ammonium,imazamethabenz, imazamethabenz-methyl, pyrithiobac-sodium,bispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyriftalid,pyrimisulfan, flucarbazone, flucarbazone-sodium,propoxycarbazone-sodium, propoxycarbazone, bilanafos, bilanafos-sodium,cinmethylin, oryzalin, nitralin, bensulide, napropamide, propyzamide,pronamide, amiprofos-methyl, butamifos, anilofos, piperophos, propham,chlorpropham, barban, carbetamide, daimuron, cumyluron, bromobutide,methyldymron, asulam, asulam-sodium, dithiopyr, thiazopyr,chlorthal-dimethyl, chlorthal, diphenamid, metazachlor, thenylchlor,molinate, dimepiperate, pyributicarb, EPTC, butylate, vernolate,pebulate, cycloate, prosulfocarb, esprocarb, thiobencarb, diallate,tri-allate, orbencarb, etobenzanid, mefenacet, tridiphane, cafenstrole,fentrazamide, oxaziclomefone, indanofan, benfuresate, fenoxasulfone,dalapon, dalapon-sodium, TCA-sodium, trichloroacetic acid, MSMA, DSMA,CMA, endothall, endothall-dipotassium, endothall-sodium,endothall-mono(N,N-dimethylalkylammonium), ethofumesate, sodiumchlorate, pelargonic acid (nonanoic acid), fosamine, fosamine-ammonium,ipfencarbazone (HOK-201), aminocyclopyrachlor,aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium, aclolein,ammonium sulfamate, borax, chloroacetic acid, sodium chloroacete,cyanamide, methylarsonic acid, dimethylarsinic acid, sodiumdimethylarsinate, dinoterb, dinoterb-ammonium, dinoterb-diolamine,dinoterb-acetate, DNOC, ferrous sulfate, flupropanate,flupropanate-sodium, isoxaben, mefluidide, mefluidide-diolamine, metam,metam-ammonium, metam-potassium, metam-sodium, methyl isothiocyanate,pentachlorophenol, sodium pentachlorophenoxide, pentachlorophenollaurate, quinoclamine, sulfuric acid, and urea sulfate.
 17. The methodof claim 16, further comprising: applying at least one selected from thegroup consisting of a fungicide, an antibiotic, a plant hormone, and aninsecticide to the undesired plant or to the place where the undesiredplant grows.